网站主页>>>项目整合精选>>>项目整合精选>>>Pranidipine, OPC-13340, Acalas

Pranidipine, OPC-13340, Acalas

普拉地平 3,5-吡啶二甲酸 Chemical Name: 2,6-Dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-methyl 5-[3-phenyl-2(E)-propenyl] diester
CAS No. 99522-79-9, 102106-08-1 ((Z)-isomer)
项目整合开发状态: Pre-Registered
项目研究机构: Otsuka (Originator)
合成路线:This compound can be obtained by three different ways:1) The reaction of 3-nitrobenzaldehyde (I) with methyl acetoacetate (II) by means of m-toluidine in methanol gives methyl 2-(3-nitrobenzylidene)acetoacetate (III),which is then cyclized with 3-aminocrotonic acid 3-phenyl-2(E)-propenyl ester (IV) in refluxing isopropanol.2) By cyclization of methyl 3-aminocrotonate (V) with aldehyde (I) and acetoacetic acid 3-phenyl-2(E)-propenyl ester (VI) in refluxing isopropanol.3) By esterification of 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid monomethyl ester (VII) with 3-phenyl-2(E)-propenyl alcohol (VIII),by means of dicyclohexylcarbodiimide (DCC) in pyridine.
📌 参考资料/链接:
参考文献标题:Novel dihydropyridine derivs.and process for preparing the same
文献作者:Tamada,S.; Nagami,K.; Teramoto,S.; Tanaka,T.; Nakagawa,K.(Otsuka Pharmaceutical Co.,Ltd.)
参考来源:EP 0145434; ES 8604516; ES 8701726; ES 8701727; JP 1985120861; JP 1989151557; US 5034395; US 5137889

📄 详细内容


合成路线:This compound can be obtained by three different ways:1) The reaction of 3-nitrobenzaldehyde (I) with methyl acetoacetate (II) by means of m-toluidine in methanol gives methyl 2-(3-nitrobenzylidene)acetoacetate (III),which is then cyclized with 3-aminocrotonic acid 3-phenyl-2(E)-propenyl ester (IV) in refluxing isopropanol.2) By cyclization of methyl 3-aminocrotonate (V) with aldehyde (I) and acetoacetic acid 3-phenyl-2(E)-propenyl ester (VI) in refluxing isopropanol.3) By esterification of 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid monomethyl ester (VII) with 3-phenyl-2(E)-propenyl alcohol (VIII),by means of dicyclohexylcarbodiimide (DCC) in pyridine.

参考文献标题:Process for preparing novel dihydropyridine derivs
文献作者:Nishitani,S.; Minamikawa,J.; Kano,M.; Otsubo,J.; Manabe,Y.(Otsuka Pharmaceutical Co.,Ltd.)
参考来源:EP 0173126


合成路线:This compound can be obtained by three different ways:1) The reaction of 3-nitrobenzaldehyde (I) with methyl acetoacetate (II) by means of m-toluidine in methanol gives methyl 2-(3-nitrobenzylidene)acetoacetate (III),which is then cyclized with 3-aminocrotonic acid 3-phenyl-2(E)-propenyl ester (IV) in refluxing isopropanol.2) By cyclization of methyl 3-aminocrotonate (V) with aldehyde (I) and acetoacetic acid 3-phenyl-2(E)-propenyl ester (VI) in refluxing isopropanol.3) By esterification of 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid monomethyl ester (VII) with 3-phenyl-2(E)-propenyl alcohol (VIII),by means of dicyclohexylcarbodiimide (DCC) in pyridine.

参考文献标题:Dihydropyridine derivs
文献作者:Tamada,S.; Ei,K.; Teramoto,S.; Tanaka,T.; Nakagawa,T.(Otsuka Pharmaceutical Co.,Ltd.)
参考来源:JP 1986140567


合成路线:This compound can be obtained by three different ways:1) The reaction of 3-nitrobenzaldehyde (I) with methyl acetoacetate (II) by means of m-toluidine in methanol gives methyl 2-(3-nitrobenzylidene)acetoacetate (III),which is then cyclized with 3-aminocrotonic acid 3-phenyl-2(E)-propenyl ester (IV) in refluxing isopropanol.2) By cyclization of methyl 3-aminocrotonate (V) with aldehyde (I) and acetoacetic acid 3-phenyl-2(E)-propenyl ester (VI) in refluxing isopropanol.3) By esterification of 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid monomethyl ester (VII) with 3-phenyl-2(E)-propenyl alcohol (VIII),by means of dicyclohexylcarbodiimide (DCC) in pyridine.
参考文献标题:OPC-13340
文献作者:Prous,J.; Castar,J.
参考来源:Drugs Fut 1991,16(2),119


产品链接: CAS No. 99522-79-9››

产品链接: CAS No.102106-08-1››