CGP-31608
Chemical Name: (5R,6S,1'R)-2-(Aminomethyl)-6-(1'-hydroxyethyl)-penem-3-carboxylic acid
CAS No. 107740-67-0
项目整合开发状态: Phase I
项目研究机构: Novartis (Originator)
合成路线:Substitution with sodium [N-(allyloxycarbonyl)amino]thioacetate of the tert-butylsulfonyl group of the (3S,4R)-azetidinone (I) (obtained in several steps from L threonine),with overall retention of configuration at C-4,gives the azetidinone (II),wnich is converted with allyloxalyl chloride to the oxamide (III).Cyclization of (III) with triethylphosphite yields the (5R,6S,1'R)-allyl-2-(allyloxycarbonylaminomethyl)-6-(1'-allyloxycarbonyloxyethyl)penem-3-carboxylate (IV),which is deprotected to yield crystalline CGP-31608.
📌 参考资料/链接：
参考文献标题:CGP-31608
文献作者:Cozens,R.M.; Lang,M.
参考来源:Drugs Fut 1988,13(1),19
📄 详细内容
合成路线:Substitution with sodium [N-(allyloxycarbonyl)amino]thioacetate of the tert-butylsulfonyl group of the (3S,4R)-azetidinone (I) (obtained in several steps from L threonine),with overall retention of configuration at C-4,gives the azetidinone (II),wnich is converted with allyloxalyl chloride to the oxamide (III).Cyclization of (III) with triethylphosphite yields the (5R,6S,1'R)-allyl-2-(allyloxycarbonylaminomethyl)-6-(1'-allyloxycarbonyloxyethyl)penem-3-carboxylate (IV),which is deprotected to yield crystalline CGP-31608.
参考文献标题:
文献作者:Gregg,C.; Tioutiounnik,N.; Dempsey,W.; Revankar,S.
参考来源:Helv Chim Acta 1986,691576
产品链接: CAS No. 107740-67-0››