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项目整合精选>>>Trandolapril, RU-44570, Preran, Mavik, Tarka(comb. with verapamil), Udrik, Gopten, Odrik
Trandolapril, RU-44570, Preran, Mavik, Tarka(comb. with verapamil), Udrik, Gopten, Odrik
群多普利Chemical Name: (2S,3aR,7aS)-1-[(S)-N-[(S)-1-Carboxy-3-phenylpropyl]alanyl]hexahydro-2-indolinecarboxylic acid 1-ethyl ester; (3aR,7aS)-1-[N-[1(S)-(Ethoxycarbonyl)-3-phenylpropyl]-(S)-alanyl]octahydroindole-2(S)-carboxylic acid
CAS No. 87679-37-6
项目整合开发状态: Launched-1993
项目研究机构: Aventis Pharma (Originator), Nippon Roussel (Originator), Abbott (Licensee), Chugai (Licensee)
合成路线:The esterification of (3aR,7aS)-octahydroindole-2(S)-carboxylic acid (I) with benzyl alcohol (II) by means of SOCl2 gives the corresponding benzyl ester (III),which is condensed with N-[1(S)-(ethoxycarbonyl)-3-phenylpropyl]-(S)-alanine (IV) by means of 1-hydroxybenzotriazole,N-ethylmorpholine and dicyclohexylcarbodiimide (DCC) in DMF giving the benzyl ester (V) of the desired product.Finally,this compound is debenzylated by hydrogenation with H2 over Pd/C in ethanol.
📌 参考资料/链接：
参考文献标题:Novel bicyclic amino acid derivs.,process for their preparation and their use ,as well as bicyclic amino acids as intermediates and process for their preparation
文献作者:Ubach,H.; Henning,R.; Teetz,V.; Geiger,R.; Becker,R.; Gaul,H.(Aventis SA)
参考来源:DE 3151690; EP 0084164; EP 0170775; JP 1989301659; JP 1989301695
📄 详细内容
合成路线:The esterification of (3aR,7aS)-octahydroindole-2(S)-carboxylic acid (I) with benzyl alcohol (II) by means of SOCl2 gives the corresponding benzyl ester (III),which is condensed with N-[1(S)-(ethoxycarbonyl)-3-phenylpropyl]-(S)-alanine (IV) by means of 1-hydroxybenzotriazole,N-ethylmorpholine and dicyclohexylcarbodiimide (DCC) in DMF giving the benzyl ester (V) of the desired product.Finally,this compound is debenzylated by hydrogenation with H2 over Pd/C in ethanol.
参考文献标题:TRANDOLAPRIL < Rec INN >
文献作者:Prous,J.; Castar,J.
参考来源:Drugs Fut 1989,14(8),778
产品链接: CAS No. 87679-37-6››