Ramosetron hydrochloride, YM-060, Nasea OD, Nasea
盐酸雷莫司琼 拉莫司琼 Chemical Name: (-)-5(R)-[(1-Methylindol-3-yl)carbonyl]-4,5,6,7-tetrahydrobenzimidazole hydrochloride
CAS No. 132907-72-3, 132036-88-5 (free base)
项目整合开发状态: Launched-1996
项目研究机构: Yamanouchi (Originator)
合成路线:The Vilsmeier-type reaction of 1-methylindole (I) with 5-(1-pyrrolidinocarbonyl)-4,5,6,7-1H-tetrahydrobenzimidazole hydrochloride (II) and phosphorous oxychloride in 1,2-dichloroethane gives (?-5-[(1-methyl-3-indolyl)carbonyl]-4,5,6,7-tetrahydro-1H-benzimidazol e (III).Optical resolution of (III) with (+)-dibenzoyltartaric acid (DIBTA) in DMF-H2O,followed by exchange of the salt affords YM060.
📌 参考资料/链接：
参考文献标题:Tetrahydrobenzimidazole derivs
文献作者:Ohta,M.; Koide,T.; Suzuki,T.; Matsuhisa,A.; Miyata,K.; Ohmori,J.-Y.; Yanagisawa,I.(Yamanouchi Pharmaceutical Co.,Ltd.)
参考来源:AU 9048890; EP 0381422; JP 1991223278; US 5344927
📄 详细内容
合成路线:The Vilsmeier-type reaction of 1-methylindole (I) with 5-(1-pyrrolidinocarbonyl)-4,5,6,7-1H-tetrahydrobenzimidazole hydrochloride (II) and phosphorous oxychloride in 1,2-dichloroethane gives (?-5-[(1-methyl-3-indolyl)carbonyl]-4,5,6,7-tetrahydro-1H-benzimidazol e (III).Optical resolution of (III) with (+)-dibenzoyltartaric acid (DIBTA) in DMF-H2O,followed by exchange of the salt affords YM060.
参考文献标题:Synthesis and 5-HT3 antagonistic activities of 4,5,6,7-tetrahydrobenzimidazole derivatives
文献作者:Ohmori,J.; Yanagisawa,I.; Matsuhisa,A.; Suzuki,T.; Furuya,T.; Ohta,M.; Miyata,K.; Koide,T.
参考来源:200th ACS Natl Meet (Aug 26-31,Washington DC) 1990,Abst MEDI 39.
合成路线:The Vilsmeier-type reaction of 1-methylindole (I) with 5-(1-pyrrolidinocarbonyl)-4,5,6,7-1H-tetrahydrobenzimidazole hydrochloride (II) and phosphorous oxychloride in 1,2-dichloroethane gives (?-5-[(1-methyl-3-indolyl)carbonyl]-4,5,6,7-tetrahydro-1H-benzimidazol e (III).Optical resolution of (III) with (+)-dibenzoyltartaric acid (DIBTA) in DMF-H2O,followed by exchange of the salt affords YM060.
参考文献标题:YM060
文献作者:Miyata,K.; Ohta,M.
参考来源:Drugs Fut 1992,17(1),28
产品链接: CAS No. 132907-72-3›› 产品链接: CAS No.132036-88-5››