{"id":"https://openalex.org/W2020757108","doi":"https://doi.org/10.1271/bbb.62.2382","title":"Synthesis of Optically Active 1,4-Thiazane-3-carboxylic AcidviaOptical Resolution by Preferential Crystallization of (RS)-2-Amino-3-[(2-chloroethyl)sulfanyl]propanoic Acid Hydrochloride","display_name":"Synthesis of Optically Active 1,4-Thiazane-3-carboxylic AcidviaOptical Resolution by Preferential Crystallization of (RS)-2-Amino-3-[(2-chloroethyl)sulfanyl]propanoic Acid Hydrochloride","publication_year":1998,"publication_date":"1998-01-01","ids":{"openalex":"https://openalex.org/W2020757108","doi":"https://doi.org/10.1271/bbb.62.2382","mag":"2020757108","pmid":"https://pubmed.ncbi.nlm.nih.gov/27392398"},"language":"en","primary_location":{"id":"doi:10.1271/bbb.62.2382","doi":"https://doi.org/10.1271/bbb.62.2382","is_oa":false,"landing_page_url":"https://doi.org/10.1271/bbb.62.2382","pdf_url":null,"source":{"id":"https://openalex.org/S94095188","display_name":"Bioscience Biotechnology and Biochemistry","issn_l":"0916-8451","issn":["0916-8451","1347-6947"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["anvur-scientific","cwts-core","dongbi-b","jufo-1","ki-jl-1","medline","norway-1","poland-40","russia-white-list-3"],"host_organization":"https://openalex.org/P4310311648","host_organization_name":"Oxford University Press","host_organization_lineage":["https://openalex.org/P4310311648","https://openalex.org/P4310311647"],"host_organization_lineage_names":["Oxford University Press","University of Oxford"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Bioscience, Biotechnology, and Biochemistry","raw_type":"journal-article"},"volume":null,"type":"article","is_traditional":true,"indexed_in":["crossref","pubmed"],"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/A5108321064","display_name":"Tadashi Shiraiwa","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I56624758","display_name":"Kansai University","ror":"https://ror.org/03xg1f311","country_code":"JP","type":"education","lineage":["https://openalex.org/I56624758"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Tadashi SHIRAIWA","raw_affiliation_strings":["a Chemical Branch, Faculty of Engineering and Kansai University High Technology Research Center, Kansai University","Chemical Branch, Faculty of Engineering and Kansai University High Technology Research Center, Kansai University"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"a Chemical Branch, Faculty of Engineering and Kansai University High Technology Research Center, Kansai University","institution_ids":["https://openalex.org/I56624758"]},{"raw_affiliation_string":"Chemical Branch, Faculty of Engineering and Kansai University High Technology Research Center, Kansai University","institution_ids":["https://openalex.org/I56624758"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5051374678","display_name":"Kohya TADOKORO","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I56624758","display_name":"Kansai University","ror":"https://ror.org/03xg1f311","country_code":"JP","type":"education","lineage":["https://openalex.org/I56624758"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Kohya TADOKORO","raw_affiliation_strings":["a Chemical Branch, Faculty of Engineering and Kansai University High Technology Research Center, Kansai University","Chemical Branch, Faculty of Engineering and Kansai University High Technology Research Center, Kansai University"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"a Chemical Branch, Faculty of Engineering and Kansai University High Technology Research Center, Kansai University","institution_ids":["https://openalex.org/I56624758"]},{"raw_affiliation_string":"Chemical Branch, Faculty of Engineering and Kansai University High Technology Research Center, Kansai University","institution_ids":["https://openalex.org/I56624758"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5084302969","display_name":"Haruyuki Tanaka","orcid":"https://orcid.org/0000-0003-2148-0608","observed_orcids":["https://orcid.org/0000-0003-2148-0608"]},"institutions":[{"id":"https://openalex.org/I56624758","display_name":"Kansai University","ror":"https://ror.org/03xg1f311","country_code":"JP","type":"education","lineage":["https://openalex.org/I56624758"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Haruyuki TANAKA","raw_affiliation_strings":["a Chemical Branch, Faculty of Engineering and Kansai University High Technology Research Center, Kansai University","Chemical Branch, Faculty of Engineering and Kansai University High Technology Research Center, Kansai University"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"a Chemical Branch, Faculty of Engineering and Kansai University High Technology Research Center, Kansai University","institution_ids":["https://openalex.org/I56624758"]},{"raw_affiliation_string":"Chemical Branch, Faculty of Engineering and Kansai University High Technology Research Center, Kansai University","institution_ids":["https://openalex.org/I56624758"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5046200437","display_name":"Keiichiro NANBA","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I56624758","display_name":"Kansai University","ror":"https://ror.org/03xg1f311","country_code":"JP","type":"education","lineage":["https://openalex.org/I56624758"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Keiichiro NANBA","raw_affiliation_strings":["a Chemical Branch, Faculty of Engineering and Kansai University High Technology Research Center, Kansai University","Chemical Branch, Faculty of Engineering and Kansai University High Technology Research Center, Kansai University"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"a Chemical Branch, Faculty of Engineering and Kansai University High Technology Research Center, Kansai University","institution_ids":["https://openalex.org/I56624758"]},{"raw_affiliation_string":"Chemical Branch, Faculty of Engineering and Kansai University High Technology Research Center, Kansai University","institution_ids":["https://openalex.org/I56624758"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5034114706","display_name":"Noriyoshi YOKONO","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I56624758","display_name":"Kansai University","ror":"https://ror.org/03xg1f311","country_code":"JP","type":"education","lineage":["https://openalex.org/I56624758"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Noriyoshi YOKONO","raw_affiliation_strings":["a Chemical Branch, Faculty of Engineering and Kansai University High Technology Research Center, Kansai University","Chemical Branch, Faculty of Engineering and Kansai University High Technology Research Center, Kansai University"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"a Chemical Branch, Faculty of Engineering and Kansai University High Technology Research Center, Kansai University","institution_ids":["https://openalex.org/I56624758"]},{"raw_affiliation_string":"Chemical Branch, Faculty of Engineering and Kansai University High Technology Research Center, Kansai University","institution_ids":["https://openalex.org/I56624758"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5046270258","display_name":"Katsuyoshi SHIBAZAKI","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I56624758","display_name":"Kansai University","ror":"https://ror.org/03xg1f311","country_code":"JP","type":"education","lineage":["https://openalex.org/I56624758"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Katsuyoshi SHIBAZAKI","raw_affiliation_strings":["a Chemical Branch, Faculty of Engineering and Kansai University High Technology Research Center, Kansai University","Chemical Branch, Faculty of Engineering and Kansai University High Technology Research Center, Kansai University"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"a Chemical Branch, Faculty of Engineering and Kansai University High Technology Research Center, Kansai University","institution_ids":["https://openalex.org/I56624758"]},{"raw_affiliation_string":"Chemical Branch, Faculty of Engineering and Kansai University High Technology Research Center, Kansai University","institution_ids":["https://openalex.org/I56624758"]}]},{"author_position":"middle","author":{"id":"https://openalex.org/A5024949735","display_name":"Motoki Kubo","orcid":null,"observed_orcids":[]},"institutions":[{"id":"https://openalex.org/I56624758","display_name":"Kansai University","ror":"https://ror.org/03xg1f311","country_code":"JP","type":"education","lineage":["https://openalex.org/I56624758"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Motoki KUBO","raw_affiliation_strings":["a Chemical Branch, Faculty of Engineering and Kansai University High Technology Research Center, Kansai University","Chemical Branch, Faculty of Engineering and Kansai University High Technology Research Center, Kansai University"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"a Chemical Branch, Faculty of Engineering and Kansai University High Technology Research Center, Kansai University","institution_ids":["https://openalex.org/I56624758"]},{"raw_affiliation_string":"Chemical Branch, Faculty of Engineering and Kansai University High Technology Research Center, Kansai University","institution_ids":["https://openalex.org/I56624758"]}]},{"author_position":"last","author":{"id":"https://openalex.org/A5023333379","display_name":"Hidemoto Kurokawa","orcid":"https://orcid.org/0000-0002-1144-3400","observed_orcids":["https://orcid.org/0000-0002-1144-3400"]},"institutions":[{"id":"https://openalex.org/I56624758","display_name":"Kansai University","ror":"https://ror.org/03xg1f311","country_code":"JP","type":"education","lineage":["https://openalex.org/I56624758"]}],"countries":["JP"],"is_corresponding":false,"raw_author_name":"Hidemoto KUROKAWA","raw_affiliation_strings":["a Chemical Branch, Faculty of Engineering and Kansai University High Technology Research Center, Kansai University","Chemical Branch, Faculty of Engineering and Kansai University High Technology Research Center, Kansai University"],"raw_orcid":null,"affiliations":[{"raw_affiliation_string":"a Chemical Branch, Faculty of Engineering and Kansai University High Technology Research Center, Kansai University","institution_ids":["https://openalex.org/I56624758"]},{"raw_affiliation_string":"Chemical Branch, Faculty of Engineering and Kansai University High Technology Research Center, Kansai University","institution_ids":["https://openalex.org/I56624758"]}]}],"institutions":[],"countries_distinct_count":1,"institutions_distinct_count":1,"corresponding_author_ids":[],"corresponding_institution_ids":["https://openalex.org/I56624758"],"apc_list":{"value":3272,"currency":"USD","value_usd":3272},"apc_paid":null,"fwci":0.2884,"has_fulltext":false,"cited_by_count":9,"citation_normalized_percentile":{"value":0.47207858,"is_in_top_1_percent":false,"is_in_top_10_percent":false},"cited_by_percentile_year":{"min":89,"max":95},"biblio":{"volume":"62","issue":"12","first_page":"2382","last_page":"2387"},"is_retracted":false,"is_paratext":false,"is_xpac":false,"primary_topic":{"id":"https://openalex.org/T10013","display_name":"Asymmetric Synthesis and Catalysis","score":0.4408999979496002,"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/T10013","display_name":"Asymmetric Synthesis and Catalysis","score":0.4408999979496002,"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/T12527","display_name":"Chemistry and Stereochemistry Studies","score":0.18649999797344208,"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/T10908","display_name":"Analytical Chemistry and Chromatography","score":0.16210000216960907,"subfield":{"id":"https://openalex.org/subfields/1602","display_name":"Analytical 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/optical-resolution","display_name":"optical resolution","score":0.9490000009536743},{"id":"https://openalex.org/keywords/preferential-crystallization","display_name":"preferential crystallization","score":0.9879999756813049},{"id":"https://openalex.org/keywords/cysteine","display_name":"cysteine","score":0.8220000267028809},{"id":"https://openalex.org/keywords/conglomerate","display_name":"conglomerate","score":0.7310000061988831},{"id":"https://openalex.org/keywords/enantiomers","display_name":"enantiomers","score":0.7450000047683716},{"id":"https://openalex.org/keywords/cyclization","display_name":"cyclization","score":0.8709999918937683},{"id":"https://openalex.org/keywords/triethylamine","display_name":"triethylamine","score":0.7919999957084656}],"concepts":[{"id":"https://openalex.org/C2777436746","wikidata":"https://www.wikidata.org/wiki/Q2409","display_name":"Hydrochloric acid","level":2,"score":0.7552197575569153},{"id":"https://openalex.org/C2779761105","wikidata":"https://www.wikidata.org/wiki/Q422956","display_name":"Propanoic acid","level":2,"score":0.7550504207611084},{"id":"https://openalex.org/C185592680","wikidata":"https://www.wikidata.org/wiki/Q2329","display_name":"Chemistry","level":0,"score":0.6945385932922363},{"id":"https://openalex.org/C155574463","wikidata":"https://www.wikidata.org/wiki/Q170731","display_name":"Solubility","level":2,"score":0.6809264421463013},{"id":"https://openalex.org/C203036418","wikidata":"https://www.wikidata.org/wiki/Q284256","display_name":"Crystallization","level":2,"score":0.6705562472343445},{"id":"https://openalex.org/C2776460385","wikidata":"https://www.wikidata.org/wiki/Q420060","display_name":"Hydrochloride","level":2,"score":0.5705110430717468},{"id":"https://openalex.org/C486523","wikidata":"https://www.wikidata.org/wiki/Q494483","display_name":"Enantiomer","level":2,"score":0.5700786709785461},{"id":"https://openalex.org/C2781283055","wikidata":"https://www.wikidata.org/wiki/Q139199","display_name":"Triethylamine","level":2,"score":0.474672794342041},{"id":"https://openalex.org/C13530604","wikidata":"https://www.wikidata.org/wiki/Q15318","display_name":"Melting point","level":2,"score":0.42750316858291626},{"id":"https://openalex.org/C2779074116","wikidata":"https://www.wikidata.org/wiki/Q134856","display_name":"Carboxylic acid","level":2,"score":0.4192643165588379},{"id":"https://openalex.org/C155647269","wikidata":"https://www.wikidata.org/wiki/Q243455","display_name":"Medicinal chemistry","level":1,"score":0.3789686858654022},{"id":"https://openalex.org/C13965031","wikidata":"https://www.wikidata.org/wiki/Q243545","display_name":"Nuclear chemistry","level":1,"score":0.34360581636428833},{"id":"https://openalex.org/C178790620","wikidata":"https://www.wikidata.org/wiki/Q11351","display_name":"Organic chemistry","level":1,"score":0.283510684967041}],"mesh":[],"locations_count":2,"locations":[{"id":"doi:10.1271/bbb.62.2382","doi":"https://doi.org/10.1271/bbb.62.2382","is_oa":false,"landing_page_url":"https://doi.org/10.1271/bbb.62.2382","pdf_url":null,"source":{"id":"https://openalex.org/S94095188","display_name":"Bioscience Biotechnology and Biochemistry","issn_l":"0916-8451","issn":["0916-8451","1347-6947"],"is_oa":false,"is_in_doaj":false,"is_core":true,"listed_in":["anvur-scientific","cwts-core","dongbi-b","jufo-1","ki-jl-1","medline","norway-1","poland-40","russia-white-list-3"],"host_organization":"https://openalex.org/P4310311648","host_organization_name":"Oxford University Press","host_organization_lineage":["https://openalex.org/P4310311648","https://openalex.org/P4310311647"],"host_organization_lineage_names":["Oxford University Press","University of Oxford"],"type":"journal"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Bioscience, Biotechnology, and Biochemistry","raw_type":"journal-article"},{"id":"pmid:27392398","doi":null,"is_oa":false,"landing_page_url":"https://pubmed.ncbi.nlm.nih.gov/27392398","pdf_url":null,"source":{"id":"https://openalex.org/S4306525036","display_name":"PubMed","issn_l":null,"issn":null,"is_oa":false,"is_in_doaj":false,"is_core":false,"listed_in":[],"host_organization":"https://openalex.org/I1299303238","host_organization_name":"National Institutes of Health","host_organization_lineage":["https://openalex.org/I1299303238"],"host_organization_lineage_names":[],"type":"repository"},"license":null,"license_id":null,"version":"publishedVersion","is_accepted":true,"is_published":true,"raw_source_name":"Bioscience, biotechnology, and biochemistry","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":8,"referenced_works":["https://openalex.org/W373661721","https://openalex.org/W1802725082","https://openalex.org/W1983568434","https://openalex.org/W1984278110","https://openalex.org/W2044646652","https://openalex.org/W2057800272","https://openalex.org/W2077015269","https://openalex.org/W2080820853"],"related_works":["https://openalex.org/W2047988620","https://openalex.org/W2044646652","https://openalex.org/W1997658364","https://openalex.org/W2022537098","https://openalex.org/W2087949854","https://openalex.org/W2070460422","https://openalex.org/W2952472857","https://openalex.org/W2952636565","https://openalex.org/W2167906200","https://openalex.org/W1574579572"],"abstract_inverted_index":{"Optically":[0],"active":[1],"1,4-thiazane-3-carboxylic":[2],"acid":[3,18,61],"[TCA]":[4],"was":[5,21,38],"synthesized":[6,85],"from":[7,56],"cysteine":[8],"via":[9],"optical":[10],"resolution":[11],"by":[12,41,86],"preferential":[13,42],"crystallization.":[14],"The":[15],"intermediate":[16],"(RS)-2-amino-3-[(2-chloroethyl)sulfanyl]propanoic":[17],"hydrochlo-ride":[19],"[(RS)-ACS\u2022HCl]":[20],"found":[22],"to":[23,44],"exist":[24],"as":[25],"a":[26,57],"conglomerate":[27],"based":[28],"on":[29],"its":[30],"melting":[31],"point,":[32],"solubility":[33,68],"and":[34,47,50,62,80,91],"IR":[35],"spectrum.":[36],"(RS)-ACS\u2022HCl":[37],"optically":[39,76],"resolved":[40],"crystallization":[43],"yield":[45],"(R)-":[46,49,79,90],"(S)-ACS\u2022HCl.":[48],"(S)-ACS\u2022HCl":[51,92],"thus":[52],"obtained":[53],"were":[54,82],"recrystallized":[55],"mixture":[58],"of":[59,66,69,89,98],"hydrochloric":[60],"2-propanol,":[63],"taking":[64],"account":[65],"the":[67,87,96],"(RS)-ACS\u2022HCl,":[70],"efficiently":[71],"yielding":[72],"both":[73],"enantiomers":[74],"in":[75,93,95],"pure":[77],"forms.":[78],"(S)-TCA":[81],"then":[83],"respectively":[84],"cyclization":[88],"ethanol":[94],"presence":[97],"triethylamine.":[99]},"counts_by_year":[{"year":2026,"cited_by_count":1},{"year":2024,"cited_by_count":2},{"year":2017,"cited_by_count":1}],"updated_date":"2026-09-22T06:50:58.402377","created_date":"2016-06-24T00:00:00"}
