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Benidipine hydrochloride, KW-3049, Coniel R, Coniel

贝尼地平 Chemical Name: (?-(R*)-2,6-Dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid methyl (R*)-1-benzylpiperidin-3-yl diester hydrochloride
CAS No. 85387-35-5, 105979-17-7 (free base)
项目整合开发状态: Launched-1991
项目研究机构: Kyowa Hakko (Originator)
合成路线:1) By cyclization of 3-nitrobenzaldehyde (I) with methyl 3-aminocrotonate (II) and N-benzyl-3-pipendinyl acetylacetate (III) in refluxing THF.
📌 参考资料/链接:
参考文献标题:1,4-Dihyropiridine derivatives
文献作者:Muto,K.; Watanabe,M.; Hatta,T.; Sugaya,T.; Takemoto,Y.; Nakamizo,N.(Kyowa Hakko Kogyo Co.,Ltd.)
参考来源:EP 0063365; JP 57171968; US 4448964

📄 详细内容


合成路线:1) By cyclization of 3-nitrobenzaldehyde (I) with methyl 3-aminocrotonate (II) and N-benzyl-3-pipendinyl acetylacetate (III) in refluxing THF.

合成路线:2) By cyclization of methyl 3-nitrobenzylidene acetoacetate (IV) with (III) in refluxing THF.

合成路线:3) By cyclization of (IV) with N-benzyl 3-piperidyl-3-aminocrotonate (V) in refluxing methanol.

合成路线:4) By esterification of 1,4-dihydro-2,6-dimethyl 4-(3-nitrophenyl)pyridine-3,5-dicarboxylic acid monomethyl ester (VI) with 1-benzyl-3-hydroxypiperidine (VII) by means of SOCl2 in DMF dichloroethane.

合成路线:5) The esterification of (VI) with 3-hydroxypipendine (VIII) as before gives the corresponding ester (IX),which is then benzylated with benzyl chloride (X) by means of triethylamine in refluxing THF.

参考文献标题:1,4-Dihydropyridine derivatives
文献作者:Muto,K.; Kuroda,T.; Karasawa,A.; Yamada,K.; Nakamizo,N.(Kyowa Hakko Kogyo Co.,Ltd.)
参考来源:CA 1246078; EP 0106275; ES 526441


合成路线:1) By cyclization of 3-nitrobenzaldehyde (I) with methyl 3-aminocrotonate (II) and N-benzyl-3-pipendinyl acetylacetate (III) in refluxing THF.

合成路线:2) By cyclization of methyl 3-nitrobenzylidene acetoacetate (IV) with (III) in refluxing THF.

合成路线:3) By cyclization of (IV) with N-benzyl 3-piperidyl-3-aminocrotonate (V) in refluxing methanol.

合成路线:4) By esterification of 1,4-dihydro-2,6-dimethyl 4-(3-nitrophenyl)pyridine-3,5-dicarboxylic acid monomethyl ester (VI) with 1-benzyl-3-hydroxypiperidine (VII) by means of SOCl2 in DMF dichloroethane.

合成路线:5) The esterification of (VI) with 3-hydroxypipendine (VIII) as before gives the corresponding ester (IX),which is then benzylated with benzyl chloride (X) by means of triethylamine in refluxing THF.
参考文献标题:KW-3049
文献作者:Prous,J.; Castar,J.
参考来源:Drugs Fut 1986,11(11),936


产品链接: CAS No. 85387-35-5››

产品链接: CAS No.105979-17-7››