{"id":"https://openalex.org/W2053330372","doi":"https://doi.org/10.1021/op900197r","title":"Development of a Scalable Synthesis of Dipeptidyl Peptidase-4 Inhibitor ABT-279","display_name":"Development of a Scalable Synthesis of Dipeptidyl Peptidase-4 Inhibitor ABT-279","publication_year":2009,"publication_date":"2009-10-15","ids":{"openalex":"https://openalex.org/W2053330372","doi":"https://doi.org/10.1021/op900197r","mag":"2053330372"},"language":"en","primary_location":{"id":"doi:10.1021/op900197r","doi":"https://doi.org/10.1021/op900197r","is_oa":false,"landing_page_url":"https://doi.org/10.1021/op900197r","pdf_url":null,"source":{"id":"https://openalex.org/S107255770","display_name":"Organic Process Research & Development","issn_l":"1083-6160","issn":["1083-6160","1520-586X"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-b","jufo-1","norway-1","poland-100","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Organic Process Research & Development","raw_type":"journal-article"},"volume":null,"type":"article","is_traditional":true,"indexed_in":["crossref"],"open_access":{"is_oa":false,"oa_status":"closed","oa_url":null,"any_repository_has_fulltext":false},"authorships":[{"author_position":"first","author":{"id":"https://openalex.org/A5053975687","display_name":"Todd S. McDermott","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I4210088555","display_name":"Abbott (United States)","ror":"https://ror.org/0052svj16","country_code":"US","type":"company","lineage":["https://openalex.org/I4210088555"]}],"countries":["US"],"is_corresponding":true,"raw_author_name":"Todd S. McDermott","raw_affiliation_strings":["Abbott Laboratories, Global Pharmaceuticals R&D, Formulation Sciences - Solids, 200 Abbott Park Road, D-R4P7, Building AP31, Abbott Park, Illinois 60064, Abbott Laboratories, Global Pharmaceuticals R&D, Process R&D, 1401 Sheridan Road, D-R450, Building R8, North Chicago, Illinois 60064, and Abbott Laboratories, Global Pharmaceuticals R&D, Solid State Chemistry, 1401 Sheridan Road, D-R452, Building R13, North Chicago, Illinois 60064"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Abbott Laboratories, Global Pharmaceuticals R&D, Formulation Sciences - Solids, 200 Abbott Park Road, D-R4P7, Building AP31, Abbott Park, Illinois 60064, Abbott Laboratories, Global Pharmaceuticals R&D, Process R&D, 1401 Sheridan Road, D-R450, Building R8, North Chicago, Illinois 60064, and Abbott Laboratories, Global Pharmaceuticals R&D, Solid State Chemistry, 1401 Sheridan Road, D-R452, Building R13, North Chicago, Illinois 60064","institution_ids":["https://openalex.org/I4210088555"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5050650242","display_name":"Lakshmi Bhagavatula","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I4210088555","display_name":"Abbott (United States)","ror":"https://ror.org/0052svj16","country_code":"US","type":"company","lineage":["https://openalex.org/I4210088555"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Lakshmi Bhagavatula","raw_affiliation_strings":["Abbott Laboratories, Global Pharmaceuticals R&D, Formulation Sciences - Solids, 200 Abbott Park Road, D-R4P7, Building AP31, Abbott Park, Illinois 60064, Abbott Laboratories, Global Pharmaceuticals R&D, Process R&D, 1401 Sheridan Road, D-R450, Building R8, North Chicago, Illinois 60064, and Abbott Laboratories, Global Pharmaceuticals R&D, Solid State Chemistry, 1401 Sheridan Road, D-R452, Building R13, North Chicago, Illinois 60064"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Abbott Laboratories, Global Pharmaceuticals R&D, Formulation Sciences - Solids, 200 Abbott Park Road, D-R4P7, Building AP31, Abbott Park, Illinois 60064, Abbott Laboratories, Global Pharmaceuticals R&D, Process R&D, 1401 Sheridan Road, D-R450, Building R8, North Chicago, Illinois 60064, and Abbott Laboratories, Global Pharmaceuticals R&D, Solid State Chemistry, 1401 Sheridan Road, D-R452, Building R13, North Chicago, Illinois 60064","institution_ids":["https://openalex.org/I4210088555"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5013242052","display_name":"Thomas B. Borchardt","orcid":"https://orcid.org/0009-0001-4355-739X","observed_orcids":["https://orcid.org/0009-0001-4355-739X"]},"institutions":[{"id":"https://openalex.org/I4210088555","display_name":"Abbott (United States)","ror":"https://ror.org/0052svj16","country_code":"US","type":"company","lineage":["https://openalex.org/I4210088555"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Thomas B. Borchardt","raw_affiliation_strings":["Abbott Laboratories, Global Pharmaceuticals R&D, Formulation Sciences - Solids, 200 Abbott Park Road, D-R4P7, Building AP31, Abbott Park, Illinois 60064, Abbott Laboratories, Global Pharmaceuticals R&D, Process R&D, 1401 Sheridan Road, D-R450, Building R8, North Chicago, Illinois 60064, and Abbott Laboratories, Global Pharmaceuticals R&D, Solid State Chemistry, 1401 Sheridan Road, D-R452, Building R13, North Chicago, Illinois 60064"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Abbott Laboratories, Global Pharmaceuticals R&D, Formulation Sciences - Solids, 200 Abbott Park Road, D-R4P7, Building AP31, Abbott Park, Illinois 60064, Abbott Laboratories, Global Pharmaceuticals R&D, Process R&D, 1401 Sheridan Road, D-R450, Building R8, North Chicago, Illinois 60064, and Abbott Laboratories, Global Pharmaceuticals R&D, Solid State Chemistry, 1401 Sheridan Road, D-R452, Building R13, North Chicago, Illinois 60064","institution_ids":["https://openalex.org/I4210088555"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5063490506","display_name":"Kenneth M. Engstrom","orcid":"https://orcid.org/0000-0001-6355-9299","observed_orcids":["https://orcid.org/0000-0001-6355-9299"]},"institutions":[{"id":"https://openalex.org/I4210088555","display_name":"Abbott (United States)","ror":"https://ror.org/0052svj16","country_code":"US","type":"company","lineage":["https://openalex.org/I4210088555"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Kenneth M. Engstrom","raw_affiliation_strings":["Abbott Laboratories, Global Pharmaceuticals R&D, Formulation Sciences - Solids, 200 Abbott Park Road, D-R4P7, Building AP31, Abbott Park, Illinois 60064, Abbott Laboratories, Global Pharmaceuticals R&D, Process R&D, 1401 Sheridan Road, D-R450, Building R8, North Chicago, Illinois 60064, and Abbott Laboratories, Global Pharmaceuticals R&D, Solid State Chemistry, 1401 Sheridan Road, D-R452, Building R13, North Chicago, Illinois 60064"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Abbott Laboratories, Global Pharmaceuticals R&D, Formulation Sciences - Solids, 200 Abbott Park Road, D-R4P7, Building AP31, Abbott Park, Illinois 60064, Abbott Laboratories, Global Pharmaceuticals R&D, Process R&D, 1401 Sheridan Road, D-R450, Building R8, North Chicago, Illinois 60064, and Abbott Laboratories, Global Pharmaceuticals R&D, Solid State Chemistry, 1401 Sheridan Road, D-R452, Building R13, North Chicago, Illinois 60064","institution_ids":["https://openalex.org/I4210088555"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5060227498","display_name":"Jorge Gandarilla","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I4210088555","display_name":"Abbott (United States)","ror":"https://ror.org/0052svj16","country_code":"US","type":"company","lineage":["https://openalex.org/I4210088555"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Jorge Gandarilla","raw_affiliation_strings":["Abbott Laboratories, Global Pharmaceuticals R&D, Formulation Sciences - Solids, 200 Abbott Park Road, D-R4P7, Building AP31, Abbott Park, Illinois 60064, Abbott Laboratories, Global Pharmaceuticals R&D, Process R&D, 1401 Sheridan Road, D-R450, Building R8, North Chicago, Illinois 60064, and Abbott Laboratories, Global Pharmaceuticals R&D, Solid State Chemistry, 1401 Sheridan Road, D-R452, Building R13, North Chicago, Illinois 60064"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Abbott Laboratories, Global Pharmaceuticals R&D, Formulation Sciences - Solids, 200 Abbott Park Road, D-R4P7, Building AP31, Abbott Park, Illinois 60064, Abbott Laboratories, Global Pharmaceuticals R&D, Process R&D, 1401 Sheridan Road, D-R450, Building R8, North Chicago, Illinois 60064, and Abbott Laboratories, Global Pharmaceuticals R&D, Solid State Chemistry, 1401 Sheridan Road, D-R452, Building R13, North Chicago, Illinois 60064","institution_ids":["https://openalex.org/I4210088555"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5091501898","display_name":"Brian Kotecki","orcid":"https://orcid.org/0000-0003-2541-8780","observed_orcids":["https://orcid.org/0000-0003-2541-8780"]},"institutions":[{"id":"https://openalex.org/I4210088555","display_name":"Abbott (United States)","ror":"https://ror.org/0052svj16","country_code":"US","type":"company","lineage":["https://openalex.org/I4210088555"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Brian J. Kotecki","raw_affiliation_strings":["Abbott Laboratories, Global Pharmaceuticals R&D, Formulation Sciences - Solids, 200 Abbott Park Road, D-R4P7, Building AP31, Abbott Park, Illinois 60064, Abbott Laboratories, Global Pharmaceuticals R&D, Process R&D, 1401 Sheridan Road, D-R450, Building R8, North Chicago, Illinois 60064, and Abbott Laboratories, Global Pharmaceuticals R&D, Solid State Chemistry, 1401 Sheridan Road, D-R452, Building R13, North Chicago, Illinois 60064"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Abbott Laboratories, Global Pharmaceuticals R&D, Formulation Sciences - Solids, 200 Abbott Park Road, D-R4P7, Building AP31, Abbott Park, Illinois 60064, Abbott Laboratories, Global Pharmaceuticals R&D, Process R&D, 1401 Sheridan Road, D-R450, Building R8, North Chicago, Illinois 60064, and Abbott Laboratories, Global Pharmaceuticals R&D, Solid State Chemistry, 1401 Sheridan Road, D-R452, Building R13, North Chicago, Illinois 60064","institution_ids":["https://openalex.org/I4210088555"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5103415005","display_name":"Albert W. Kruger","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I4210088555","display_name":"Abbott (United States)","ror":"https://ror.org/0052svj16","country_code":"US","type":"company","lineage":["https://openalex.org/I4210088555"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Albert W. Kruger","raw_affiliation_strings":["Abbott Laboratories, Global Pharmaceuticals R&D, Formulation Sciences - Solids, 200 Abbott Park Road, D-R4P7, Building AP31, Abbott Park, Illinois 60064, Abbott Laboratories, Global Pharmaceuticals R&D, Process R&D, 1401 Sheridan Road, D-R450, Building R8, North Chicago, Illinois 60064, and Abbott Laboratories, Global Pharmaceuticals R&D, Solid State Chemistry, 1401 Sheridan Road, D-R452, Building R13, North Chicago, Illinois 60064"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Abbott Laboratories, Global Pharmaceuticals R&D, Formulation Sciences - Solids, 200 Abbott Park Road, D-R4P7, Building AP31, Abbott Park, Illinois 60064, Abbott Laboratories, Global Pharmaceuticals R&D, Process R&D, 1401 Sheridan Road, D-R450, Building R8, North Chicago, Illinois 60064, and Abbott Laboratories, Global Pharmaceuticals R&D, Solid State Chemistry, 1401 Sheridan Road, D-R452, Building R13, North Chicago, Illinois 60064","institution_ids":["https://openalex.org/I4210088555"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5056263867","display_name":"Michael J. Rozema","orcid":"https://orcid.org/0000-0002-5866-5342","observed_orcids":["https://orcid.org/0000-0002-5866-5342"]},"institutions":[{"id":"https://openalex.org/I4210088555","display_name":"Abbott (United States)","ror":"https://ror.org/0052svj16","country_code":"US","type":"company","lineage":["https://openalex.org/I4210088555"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Michael J. Rozema","raw_affiliation_strings":["Abbott Laboratories, Global Pharmaceuticals R&D, Formulation Sciences - Solids, 200 Abbott Park Road, D-R4P7, Building AP31, Abbott Park, Illinois 60064, Abbott Laboratories, Global Pharmaceuticals R&D, Process R&D, 1401 Sheridan Road, D-R450, Building R8, North Chicago, Illinois 60064, and Abbott Laboratories, Global Pharmaceuticals R&D, Solid State Chemistry, 1401 Sheridan Road, D-R452, Building R13, North Chicago, Illinois 60064"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Abbott Laboratories, Global Pharmaceuticals R&D, Formulation Sciences - Solids, 200 Abbott Park Road, D-R4P7, Building AP31, Abbott Park, Illinois 60064, Abbott Laboratories, Global Pharmaceuticals R&D, Process R&D, 1401 Sheridan Road, D-R450, Building R8, North Chicago, Illinois 60064, and Abbott Laboratories, Global Pharmaceuticals R&D, Solid State Chemistry, 1401 Sheridan Road, D-R452, Building R13, North Chicago, Illinois 60064","institution_ids":["https://openalex.org/I4210088555"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5041496759","display_name":"Ahmad Y. Sheikh","orcid":"https://orcid.org/0000-0002-5972-3938","observed_orcids":["https://orcid.org/0000-0002-5972-3938"]},"institutions":[{"id":"https://openalex.org/I4210088555","display_name":"Abbott (United States)","ror":"https://ror.org/0052svj16","country_code":"US","type":"company","lineage":["https://openalex.org/I4210088555"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Ahmad Y. Sheikh","raw_affiliation_strings":["Abbott Laboratories, Global Pharmaceuticals R&D, Formulation Sciences - Solids, 200 Abbott Park Road, D-R4P7, Building AP31, Abbott Park, Illinois 60064, Abbott Laboratories, Global Pharmaceuticals R&D, Process R&D, 1401 Sheridan Road, D-R450, Building R8, North Chicago, Illinois 60064, and Abbott Laboratories, Global Pharmaceuticals R&D, Solid State Chemistry, 1401 Sheridan Road, D-R452, Building R13, North Chicago, Illinois 60064"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Abbott Laboratories, Global Pharmaceuticals R&D, Formulation Sciences - Solids, 200 Abbott Park Road, D-R4P7, Building AP31, Abbott Park, Illinois 60064, Abbott Laboratories, Global Pharmaceuticals R&D, Process R&D, 1401 Sheridan Road, D-R450, Building R8, North Chicago, Illinois 60064, and Abbott Laboratories, Global Pharmaceuticals R&D, Solid State Chemistry, 1401 Sheridan Road, D-R452, Building R13, North Chicago, Illinois 60064","institution_ids":["https://openalex.org/I4210088555"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5068436309","display_name":"Seble H. Wagaw","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I4210088555","display_name":"Abbott (United States)","ror":"https://ror.org/0052svj16","country_code":"US","type":"company","lineage":["https://openalex.org/I4210088555"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Seble H. Wagaw","raw_affiliation_strings":["Abbott Laboratories, Global Pharmaceuticals R&D, Formulation Sciences - Solids, 200 Abbott Park Road, D-R4P7, Building AP31, Abbott Park, Illinois 60064, Abbott Laboratories, Global Pharmaceuticals R&D, Process R&D, 1401 Sheridan Road, D-R450, Building R8, North Chicago, Illinois 60064, and Abbott Laboratories, Global Pharmaceuticals R&D, Solid State Chemistry, 1401 Sheridan Road, D-R452, Building R13, North Chicago, Illinois 60064"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Abbott Laboratories, Global Pharmaceuticals R&D, Formulation Sciences - Solids, 200 Abbott Park Road, D-R4P7, Building AP31, Abbott Park, Illinois 60064, Abbott Laboratories, Global Pharmaceuticals R&D, Process R&D, 1401 Sheridan Road, D-R450, Building R8, North Chicago, Illinois 60064, and Abbott Laboratories, Global Pharmaceuticals R&D, Solid State Chemistry, 1401 Sheridan Road, D-R452, Building R13, North Chicago, Illinois 60064","institution_ids":["https://openalex.org/I4210088555"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5043340541","display_name":"Steven J. Wittenberger","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I4210088555","display_name":"Abbott (United States)","ror":"https://ror.org/0052svj16","country_code":"US","type":"company","lineage":["https://openalex.org/I4210088555"]}],"countries":["US"],"is_corresponding":false,"raw_author_name":"Steven J. Wittenberger","raw_affiliation_strings":["Abbott Laboratories, Global Pharmaceuticals R&D, Formulation Sciences - Solids, 200 Abbott Park Road, D-R4P7, Building AP31, Abbott Park, Illinois 60064, Abbott Laboratories, Global Pharmaceuticals R&D, Process R&D, 1401 Sheridan Road, D-R450, Building R8, North Chicago, Illinois 60064, and Abbott Laboratories, Global Pharmaceuticals R&D, Solid State Chemistry, 1401 Sheridan Road, D-R452, Building R13, North Chicago, Illinois 60064"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"Abbott Laboratories, Global Pharmaceuticals R&D, Formulation Sciences - Solids, 200 Abbott Park Road, D-R4P7, Building AP31, Abbott Park, Illinois 60064, Abbott Laboratories, Global Pharmaceuticals R&D, Process R&D, 1401 Sheridan Road, D-R450, Building R8, North Chicago, Illinois 60064, and Abbott Laboratories, Global Pharmaceuticals R&D, Solid State Chemistry, 1401 Sheridan Road, D-R452, Building R13, North Chicago, Illinois 60064","institution_ids":["https://openalex.org/I4210088555"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":["https://openalex.org/A5053975687"],"corresponding_institution_ids":["https://openalex.org/I4210088555"],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":0.302,"has_fulltext":false,"cited_by_count":22,"citation_normalized_percentile":{"value":0.5393431,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":87,"max":96},"biblio":{"volume":"13","issue":"6","first_page":"1145","last_page":"1155"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10911","display_name":"Chemical Synthesis and Analysis","score":0.8227999806404114,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},"topics":[{"id":"https://openalex.org/T10911","display_name":"Chemical Synthesis and Analysis","score":0.8227999806404114,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T13649","display_name":"Advanced Synthetic Organic Chemistry","score":0.06729999929666519,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}},{"id":"https://openalex.org/T10013","display_name":"Asymmetric Synthesis and Catalysis","score":0.025800000876188278,"subfield":{"id":"https://openalex.org/subfields/1605","display_name":"Organic Chemistry"},"field":{"id":"https://openalex.org/fields/16","display_name":"Chemistry"},"domain":{"id":"https://openalex.org/domains/3","display_name":"Physical Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/dpp-4-inhibitors","display_name":"DPP-4 inhibitors","score":0.8970000147819519},{"id":"https://openalex.org/keywords/convergent-synthesis","display_name":"convergent synthesis","score":0.7739999890327454},{"id":"https://openalex.org/keywords/scalable-synthesis","display_name":"scalable synthesis","score":0.843999981880188},{"id":"https://openalex.org/keywords/pyrrolidine-synthesis","display_name":"pyrrolidine synthesis","score":0.7739999890327454},{"id":"https://openalex.org/keywords/hofmann-rearrangement","display_name":"Hofmann rearrangement","score":0.878000020980835},{"id":"https://openalex.org/keywords/1-3-dibromo-5-5-dimethylhydantoin","display_name":"1,3-dibromo-5,5-dimethylhydantoin","score":0.9929999709129333},{"id":"https://openalex.org/keywords/stereospecific-reduction","display_name":"stereospecific reduction","score":0.7850000262260437}],"concepts":[{"id":"https://openalex.org/C187921627","wikidata":"https://www.wikidata.org/wiki/Q2469470","display_name":"Stereospecificity","level":3,"score":0.6647632718086243},{"id":"https://openalex.org/C131779359","wikidata":"https://www.wikidata.org/wiki/Q471875","display_name":"Amine gas treating","level":2,"score":0.6524771451950073},{"id":"https://openalex.org/C2778851528","wikidata":"https://www.wikidata.org/wiki/Q408898","display_name":"Pyrrolidine","level":2,"score":0.6512086391448975},{"id":"https://openalex.org/C134121241","wikidata":"https://www.wikidata.org/wiki/Q899301","display_name":"Yield (engineering)","level":2,"score":0.6426736116409302},{"id":"https://openalex.org/C2777738585","wikidata":"https://www.wikidata.org/wiki/Q170744","display_name":"Ketone","level":2,"score":0.6179105639457703},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.5905995965003967},{"id":"https://openalex.org/C2781469919","wikidata":"https://www.wikidata.org/wiki/Q5279728","display_name":"Dipeptidyl peptidase","level":3,"score":0.5740606188774109},{"id":"https://openalex.org/C21951064","wikidata":"https://www.wikidata.org/wiki/Q899212","display_name":"Combinatorial chemistry","level":1,"score":0.5172358155250549},{"id":"https://openalex.org/C2778763485","wikidata":"https://www.wikidata.org/wiki/Q419770","display_name":"Dipeptidyl peptidase-4 inhibitor","level":4,"score":0.5132122039794922},{"id":"https://openalex.org/C2776371256","wikidata":"https://www.wikidata.org/wiki/Q12370","display_name":"Salt (chemistry)","level":2,"score":0.49425554275512695},{"id":"https://openalex.org/C138716334","wikidata":"https://www.wikidata.org/wiki/Q268477","display_name":"Diastereomer","level":2,"score":0.46831732988357544},{"id":"https://openalex.org/C71240020","wikidata":"https://www.wikidata.org/wiki/Q186011","display_name":"Stereochemistry","level":1,"score":0.3676542043685913},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.2722523808479309},{"id":"https://openalex.org/C161790260","wikidata":"https://www.wikidata.org/wiki/Q82264","display_name":"Catalysis","level":2,"score":0.19121703505516052},{"id":"https://openalex.org/C181199279","wikidata":"https://www.wikidata.org/wiki/Q8047","display_name":"Enzyme","level":2,"score":0.09404769539833069},{"id":"https://openalex.org/C192562407","wikidata":"https://www.wikidata.org/wiki/Q228736","display_name":"Materials science","level":0,"score":0.09386861324310303},{"id":"https://openalex.org/C71924100","wikidata":"https://www.wikidata.org/wiki/Q11190","display_name":"Medicine","level":0,"score":0.06747683882713318},{"id":"https://openalex.org/C134018914","wikidata":"https://www.wikidata.org/wiki/Q162606","display_name":"Endocrinology","level":1,"score":0.0},{"id":"https://openalex.org/C191897082","wikidata":"https://www.wikidata.org/wiki/Q11467","display_name":"Metallurgy","level":1,"score":0.0},{"id":"https://openalex.org/C2777180221","wikidata":"https://www.wikidata.org/wiki/Q3025883","display_name":"Type 2 diabetes","level":3,"score":0.0},{"id":"https://openalex.org/C555293320","wikidata":"https://www.wikidata.org/wiki/Q12206","display_name":"Diabetes mellitus","level":2,"score":0.0}],"mesh":[],"locations_count":1,"locations":[{"id":"doi:10.1021/op900197r","doi":"https://doi.org/10.1021/op900197r","is_oa":false,"landing_page_url":"https://doi.org/10.1021/op900197r","pdf_url":null,"source":{"id":"https://openalex.org/S107255770","display_name":"Organic Process Research & Development","issn_l":"1083-6160","issn":["1083-6160","1520-586X"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["cwts-core","dongbi-b","jufo-1","norway-1","poland-100","russia-white-list-1","vabb-shw"],"host_organization":"https://openalex.org/P4310320006","host_organization_name":"American Chemical Society","host_organization_lineage":["https://openalex.org/P4310320006"],"host_organization_lineage_names":["American Chemical Society"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Organic Process Research & Development","raw_type":"journal-article"}],"best_oa_location":null,"sustainable_development_goals":[{"score":0.5683000087738037,"display_name":"Good health and well-being","id":"https://metadata.un.org/sdg/3"}],"study_designs":[],"awards":[],"funders":[],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":10,"referenced_works":["https://openalex.org/W1972945245","https://openalex.org/W1990755598","https://openalex.org/W2018976033","https://openalex.org/W2020267609","https://openalex.org/W2062237699","https://openalex.org/W2080866420","https://openalex.org/W2083560157","https://openalex.org/W2088472608","https://openalex.org/W2118916348","https://openalex.org/W2951839306"],"related_works":["https://openalex.org/W2384644950","https://openalex.org/W2004690997","https://openalex.org/W4234412669","https://openalex.org/W2044163545","https://openalex.org/W2949726413","https://openalex.org/W2155972237","https://openalex.org/W2129738733","https://openalex.org/W2123339891","https://openalex.org/W2625635710","https://openalex.org/W2753642415"],"abstract_inverted_index":{"A":[0,83],"convergent,":[1],"scalable":[2],"synthesis":[3,85],"of":[4,25,36,70,77,89],"dipeptidyl":[5],"peptidase-4":[6],"inhibitor,":[7],"ABT-279,":[8],"has":[9],"been":[10],"developed":[11,96],"and":[12,73,97],"demonstrated":[13,98],"on":[14,99],"multikilogram":[15],"scale.":[16,101],"The":[17,41,55,66],"cis":[18],"-2,5-disubstituted":[19],"pyrrolidine":[20],"is":[21],"generated":[22],"by":[23,33,47,53],"cyclization":[24],"a":[26,48],"Boc-amine":[27],"onto":[28],"an":[29],"alkynyl":[30],"ketone":[31],"followed":[32],"stereospecific":[34],"reduction":[35],"the":[37,61,90],"resulting":[38],"acyliminium":[39],"intermediate.":[40],"amine":[42],"coupling":[43],"partner":[44],"was":[45,58,95],"prepared":[46],"novel":[49],"Hofmann":[50],"rearrangement":[51],"promoted":[52],"1,3-dibromo-5,5-dimethylhydantoin.":[54],"final":[56],"product":[57],"isolated":[59],"as":[60],"l":[62],"-malic":[63],"acid":[64],"salt.":[65],"scale-up":[67,94],"campaign":[68],"consisted":[69],"15":[71],"steps":[72],"delivered":[74],"42":[75],"kg":[76],"ABT-279":[78],"in":[79],"14%":[80],"overall":[81],"yield.":[82],"second-generation":[84],"that":[86],"addresses":[87],"some":[88],"issues":[91],"encountered":[92],"during":[93],"kilogram":[100]},"counts_by_year":[{"year":2026,"cited_by_count":1},{"year":2025,"cited_by_count":2},{"year":2024,"cited_by_count":1},{"year":2023,"cited_by_count":3},{"year":2022,"cited_by_count":1},{"year":2021,"cited_by_count":1},{"year":2020,"cited_by_count":3},{"year":2019,"cited_by_count":2},{"year":2018,"cited_by_count":1},{"year":2016,"cited_by_count":1},{"year":2015,"cited_by_count":2},{"year":2014,"cited_by_count":1},{"year":2013,"cited_by_count":1},{"year":2012,"cited_by_count":1}],"updated_date":"2026-10-08T09:06:37.294493","created_date":"2016-06-24T00:00:00"}