{"id":"https://openalex.org/W1997568291","doi":"https://doi.org/10.1021/op100063h","title":"First Scale-Up Synthesis of FU-23, a Novel Water-Soluble Pleuromutilin-Derived Antibiotic","display_name":"First Scale-Up Synthesis of FU-23, a Novel Water-Soluble Pleuromutilin-Derived Antibiotic","publication_year":2010,"publication_date":"2010-05-12","ids":{"openalex":"https://openalex.org/W1997568291","doi":"https://doi.org/10.1021/op100063h","mag":"1997568291"},"language":"en","primary_location":{"id":"doi:10.1021/op100063h","doi":"https://doi.org/10.1021/op100063h","is_oa":false,"landing_page_url":"https://doi.org/10.1021/op100063h","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 &amp; Development","raw_type":"journal-article"},"volume":null,"type":"article","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/A5030209217","display_name":"Liqiang Fu","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I19820366","display_name":"Chinese Academy of Sciences","ror":"https://ror.org/034t30j35","country_code":"CN","type":"government","lineage":["https://openalex.org/I19820366"]},{"id":"https://openalex.org/I4210112820","display_name":"Shanghai Institute of Materia Medica","ror":"https://ror.org/022syn853","country_code":"CN","type":"facility","lineage":["https://openalex.org/I19820366","https://openalex.org/I4210112820"]},{"id":"https://openalex.org/I4391767758","display_name":"State Key Laboratory of Drug Research","ror":"https://ror.org/058t7w767","country_code":"CN","type":"facility","lineage":["https://openalex.org/I19820366","https://openalex.org/I4210112820","https://openalex.org/I4391767758"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Liqiang Fu","raw_affiliation_strings":["State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, P.R. China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, P.R. China","institution_ids":["https://openalex.org/I19820366","https://openalex.org/I4210112820","https://openalex.org/I4391767758"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5039096982","display_name":"Xin Liu","orcid":"https://orcid.org/0000-0002-4918-9890","observed_orcids":["https://orcid.org/0000-0002-4918-9890","https://orcid.org/0000-0001-5204-3924"]},"institutions":[{"id":"https://openalex.org/I19820366","display_name":"Chinese Academy of Sciences","ror":"https://ror.org/034t30j35","country_code":"CN","type":"government","lineage":["https://openalex.org/I19820366"]},{"id":"https://openalex.org/I4210112820","display_name":"Shanghai Institute of Materia Medica","ror":"https://ror.org/022syn853","country_code":"CN","type":"facility","lineage":["https://openalex.org/I19820366","https://openalex.org/I4210112820"]},{"id":"https://openalex.org/I4391767758","display_name":"State Key Laboratory of Drug Research","ror":"https://ror.org/058t7w767","country_code":"CN","type":"facility","lineage":["https://openalex.org/I19820366","https://openalex.org/I4210112820","https://openalex.org/I4391767758"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Xin Liu","raw_affiliation_strings":["State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, P.R. China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, P.R. China","institution_ids":["https://openalex.org/I19820366","https://openalex.org/I4210112820","https://openalex.org/I4391767758"]}]},{"author_position":"middle","author":{"id":null,"display_name":"Jianjun Cheng","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I19820366","display_name":"Chinese Academy of Sciences","ror":"https://ror.org/034t30j35","country_code":"CN","type":"government","lineage":["https://openalex.org/I19820366"]},{"id":"https://openalex.org/I4210112820","display_name":"Shanghai Institute of Materia Medica","ror":"https://ror.org/022syn853","country_code":"CN","type":"facility","lineage":["https://openalex.org/I19820366","https://openalex.org/I4210112820"]},{"id":"https://openalex.org/I4391767758","display_name":"State Key Laboratory of Drug Research","ror":"https://ror.org/058t7w767","country_code":"CN","type":"facility","lineage":["https://openalex.org/I19820366","https://openalex.org/I4210112820","https://openalex.org/I4391767758"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Jianjun Cheng","raw_affiliation_strings":["State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, P.R. China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, P.R. China","institution_ids":["https://openalex.org/I19820366","https://openalex.org/I4210112820","https://openalex.org/I4391767758"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5101649122","display_name":"Huili He","orcid":"https://orcid.org/0000-0001-9768-3706","observed_orcids":["https://orcid.org/0000-0001-9768-3706"]},"institutions":[{"id":"https://openalex.org/I19820366","display_name":"Chinese Academy of Sciences","ror":"https://ror.org/034t30j35","country_code":"CN","type":"government","lineage":["https://openalex.org/I19820366"]},{"id":"https://openalex.org/I4210112820","display_name":"Shanghai Institute of Materia Medica","ror":"https://ror.org/022syn853","country_code":"CN","type":"facility","lineage":["https://openalex.org/I19820366","https://openalex.org/I4210112820"]},{"id":"https://openalex.org/I4391767758","display_name":"State Key Laboratory of Drug Research","ror":"https://ror.org/058t7w767","country_code":"CN","type":"facility","lineage":["https://openalex.org/I19820366","https://openalex.org/I4210112820","https://openalex.org/I4391767758"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Huili He","raw_affiliation_strings":["State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, P.R. China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, P.R. China","institution_ids":["https://openalex.org/I19820366","https://openalex.org/I4210112820","https://openalex.org/I4391767758"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5111007540","display_name":"Zhan Jun Cai","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I19820366","display_name":"Chinese Academy of Sciences","ror":"https://ror.org/034t30j35","country_code":"CN","type":"government","lineage":["https://openalex.org/I19820366"]},{"id":"https://openalex.org/I4210112820","display_name":"Shanghai Institute of Materia Medica","ror":"https://ror.org/022syn853","country_code":"CN","type":"facility","lineage":["https://openalex.org/I19820366","https://openalex.org/I4210112820"]},{"id":"https://openalex.org/I4391767758","display_name":"State Key Laboratory of Drug Research","ror":"https://ror.org/058t7w767","country_code":"CN","type":"facility","lineage":["https://openalex.org/I19820366","https://openalex.org/I4210112820","https://openalex.org/I4391767758"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Zhan Cai","raw_affiliation_strings":["State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, P.R. China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, P.R. China","institution_ids":["https://openalex.org/I19820366","https://openalex.org/I4210112820","https://openalex.org/I4391767758"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5086816452","display_name":"Xingsheng Guo","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I19820366","display_name":"Chinese Academy of Sciences","ror":"https://ror.org/034t30j35","country_code":"CN","type":"government","lineage":["https://openalex.org/I19820366"]},{"id":"https://openalex.org/I4210112820","display_name":"Shanghai Institute of Materia Medica","ror":"https://ror.org/022syn853","country_code":"CN","type":"facility","lineage":["https://openalex.org/I19820366","https://openalex.org/I4210112820"]},{"id":"https://openalex.org/I4391767758","display_name":"State Key Laboratory of Drug Research","ror":"https://ror.org/058t7w767","country_code":"CN","type":"facility","lineage":["https://openalex.org/I19820366","https://openalex.org/I4210112820","https://openalex.org/I4391767758"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Xingsheng Guo","raw_affiliation_strings":["State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, P.R. China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, P.R. China","institution_ids":["https://openalex.org/I19820366","https://openalex.org/I4210112820","https://openalex.org/I4391767758"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5101423197","display_name":"Shi Ding","orcid":"https://orcid.org/0000-0002-8027-2027","observed_orcids":["https://orcid.org/0000-0002-8027-2027","https://orcid.org/0009-0005-2518-3389"]},"institutions":[{"id":"https://openalex.org/I19820366","display_name":"Chinese Academy of Sciences","ror":"https://ror.org/034t30j35","country_code":"CN","type":"government","lineage":["https://openalex.org/I19820366"]},{"id":"https://openalex.org/I4210112820","display_name":"Shanghai Institute of Materia Medica","ror":"https://ror.org/022syn853","country_code":"CN","type":"facility","lineage":["https://openalex.org/I19820366","https://openalex.org/I4210112820"]},{"id":"https://openalex.org/I4391767758","display_name":"State Key Laboratory of Drug Research","ror":"https://ror.org/058t7w767","country_code":"CN","type":"facility","lineage":["https://openalex.org/I19820366","https://openalex.org/I4210112820","https://openalex.org/I4391767758"]}],"countries":["CN"],"is_corresponding":false,"raw_author_name":"Shi Ding","raw_affiliation_strings":["State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, P.R. China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, P.R. China","institution_ids":["https://openalex.org/I19820366","https://openalex.org/I4210112820","https://openalex.org/I4391767758"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5064632268","display_name":"Yushe Yang","orcid":"https://orcid.org/0000-0002-1007-2492","observed_orcids":["https://orcid.org/0000-0002-1007-2492"]},"institutions":[{"id":"https://openalex.org/I19820366","display_name":"Chinese Academy of Sciences","ror":"https://ror.org/034t30j35","country_code":"CN","type":"government","lineage":["https://openalex.org/I19820366"]},{"id":"https://openalex.org/I4210112820","display_name":"Shanghai Institute of Materia Medica","ror":"https://ror.org/022syn853","country_code":"CN","type":"facility","lineage":["https://openalex.org/I19820366","https://openalex.org/I4210112820"]},{"id":"https://openalex.org/I4391767758","display_name":"State Key Laboratory of Drug Research","ror":"https://ror.org/058t7w767","country_code":"CN","type":"facility","lineage":["https://openalex.org/I19820366","https://openalex.org/I4210112820","https://openalex.org/I4391767758"]}],"countries":["CN"],"is_corresponding":true,"raw_author_name":"Yushe Yang","raw_affiliation_strings":["State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, P.R. China"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, P.R. China","institution_ids":["https://openalex.org/I19820366","https://openalex.org/I4210112820","https://openalex.org/I4391767758"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":3,"corresponding_author_ids":["https://openalex.org/A5064632268"],"corresponding_institution_ids":["https://openalex.org/I19820366","https://openalex.org/I4210112820","https://openalex.org/I4391767758"],"apc_list":{"value":4500,"currency":"USD","value_usd":4500},"apc_paid":null,"fwci":0.2348,"has_fulltext":false,"cited_by_count":3,"citation_normalized_percentile":{"value":0.60327147,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":94,"max":96},"biblio":{"volume":"14","issue":"4","first_page":"815","last_page":"819"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10252","display_name":"Microbial Natural Products and Biosynthesis","score":0.5702999830245972,"subfield":{"id":"https://openalex.org/subfields/2736","display_name":"Pharmacology"},"field":{"id":"https://openalex.org/fields/27","display_name":"Medicine"},"domain":{"id":"https://openalex.org/domains/4","display_name":"Health Sciences"}},"topics":[{"id":"https://openalex.org/T10252","display_name":"Microbial Natural Products and Biosynthesis","score":0.5702999830245972,"subfield":{"id":"https://openalex.org/subfields/2736","display_name":"Pharmacology"},"field":{"id":"https://openalex.org/fields/27","display_name":"Medicine"},"domain":{"id":"https://openalex.org/domains/4","display_name":"Health Sciences"}},{"id":"https://openalex.org/T13859","display_name":"Organic Chemistry Synthesis Methods","score":0.2502000033855438,"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/T10911","display_name":"Chemical Synthesis and Analysis","score":0.04280000180006027,"subfield":{"id":"https://openalex.org/subfields/1312","display_name":"Molecular Biology"},"field":{"id":"https://openalex.org/fields/13","display_name":"Biochemistry, Genetics and Molecular Biology"},"domain":{"id":"https://openalex.org/domains/1","display_name":"Life Sciences"}}],"keywords":[{"id":"https://openalex.org/keywords/pleuromutilin-derivatives","display_name":"pleuromutilin derivatives","score":0.9210000038146973},{"id":"https://openalex.org/keywords/large-scale-synthesis","display_name":"large-scale synthesis","score":0.9010000228881836},{"id":"https://openalex.org/keywords/total-synthesis","display_name":"total synthesis","score":0.6320000290870667},{"id":"https://openalex.org/keywords/phosphate-salts","display_name":"phosphate salts","score":0.7020000219345093},{"id":"https://openalex.org/keywords/silver-cyanide","display_name":"silver cyanide","score":0.5740000009536743},{"id":"https://openalex.org/keywords/chromatography-free-synthesis","display_name":"chromatography-free synthesis","score":0.6800000071525574},{"id":"https://openalex.org/keywords/cost-reduction","display_name":"cost reduction","score":0.6169999837875366}],"concepts":[{"id":"https://openalex.org/C134121241","wikidata":"https://www.wikidata.org/wiki/Q899301","display_name":"Yield (engineering)","level":2,"score":0.7624334096908569},{"id":"https://openalex.org/C40875361","wikidata":"https://www.wikidata.org/wiki/Q2356542","display_name":"Reagent","level":2,"score":0.7598726153373718},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.598724901676178},{"id":"https://openalex.org/C21951064","wikidata":"https://www.wikidata.org/wiki/Q899212","display_name":"Combinatorial chemistry","level":1,"score":0.5041803121566772},{"id":"https://openalex.org/C2778695967","wikidata":"https://www.wikidata.org/wiki/Q44791900","display_name":"Chloride","level":2,"score":0.49048110842704773},{"id":"https://openalex.org/C2776371256","wikidata":"https://www.wikidata.org/wiki/Q12370","display_name":"Salt (chemistry)","level":2,"score":0.4855008125305176},{"id":"https://openalex.org/C501593827","wikidata":"https://www.wikidata.org/wiki/Q12187","display_name":"Antibiotics","level":2,"score":0.47027164697647095},{"id":"https://openalex.org/C43617362","wikidata":"https://www.wikidata.org/wiki/Q170050","display_name":"Chromatography","level":1,"score":0.4488369822502136},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.3579731583595276},{"id":"https://openalex.org/C55493867","wikidata":"https://www.wikidata.org/wiki/Q7094","display_name":"Biochemistry","level":1,"score":0.08013147115707397},{"id":"https://openalex.org/C192562407","wikidata":"https://www.wikidata.org/wiki/Q228736","display_name":"Materials science","level":0,"score":0.07407450675964355},{"id":"https://openalex.org/C191897082","wikidata":"https://www.wikidata.org/wiki/Q11467","display_name":"Metallurgy","level":1,"score":0.0}],"mesh":[],"locations_count":1,"locations":[{"id":"doi:10.1021/op100063h","doi":"https://doi.org/10.1021/op100063h","is_oa":false,"landing_page_url":"https://doi.org/10.1021/op100063h","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 &amp; Development","raw_type":"journal-article"}],"best_oa_location":null,"sustainable_development_goals":[],"study_designs":[],"awards":[],"funders":[],"has_content":{"pdf":false,"grobid_xml":false},"content_urls":null,"referenced_works_count":15,"referenced_works":["https://openalex.org/W1975273750","https://openalex.org/W1987139886","https://openalex.org/W2006382371","https://openalex.org/W2006449108","https://openalex.org/W2007985696","https://openalex.org/W2008068372","https://openalex.org/W2012317608","https://openalex.org/W2024492612","https://openalex.org/W2043255001","https://openalex.org/W2076862354","https://openalex.org/W2094644369","https://openalex.org/W2144381465","https://openalex.org/W2950481041","https://openalex.org/W4232520928","https://openalex.org/W4362648046"],"related_works":["https://openalex.org/W2006382371","https://openalex.org/W2750864670","https://openalex.org/W1997851527","https://openalex.org/W4309623877","https://openalex.org/W7028825217","https://openalex.org/W4405540033","https://openalex.org/W3149246758","https://openalex.org/W2323932067","https://openalex.org/W3145535933","https://openalex.org/W2023791682"],"abstract_inverted_index":{"A":[0],"first":[1],"scale-up":[2],"synthesis":[3,20],"of":[4,55,60],"FU-23":[5],"(":[6],"1":[7,27,58],"),":[8],"a":[9,65],"potent":[10],"and":[11,31,38,45,72],"effective":[12],"water-soluble":[13],"pleuromutilin-derived":[14],"antibiotic,":[15],"is":[16],"described.":[17],"The":[18,48],"original":[19],"from":[21],"the":[22,53],"medicinal":[23],"chemistry":[24],"group":[25],"provided":[26],"in":[28],"seven":[29,61],"steps":[30,63],"10.9%":[32],"overall":[33,67],"yield,":[34],"required":[35,83],"four":[36],"chromatographies":[37],"employed":[39],"expensive":[40],"reagents":[41],"such":[42],"as":[43],"AgOCN":[44],"4-acetylsalicoyl":[46],"chloride.":[47],"optimized":[49],"synthetic":[50],"route":[51],"for":[52],"preparation":[54],"phosphate":[56],"salt":[57],"consists":[59],"linear":[62],"with":[64,80],"42.8%":[66],"yield.":[68],"Significant":[69],"cost":[70],"reduction":[71],"more":[73],"robust":[74],"reaction":[75],"conditions":[76],"have":[77],"been":[78],"developed":[79],"no":[81],"chromatography":[82],"at":[84],"any":[85],"stage.":[86]},"counts_by_year":[{"year":2014,"cited_by_count":2}],"updated_date":"2026-10-27T15:51:10.671819","created_date":"2016-06-24T00:00:00"}
