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【结 构 式】

【分子编号】11001

【品名】5-(tert-butyl) 3-methyl 2-cyano-6-methyl-4-(3-nitrophenyl)-1,4-dihydro-3,5-pyridinedicarboxylate

【CA登记号】

【 分 子 式 】C20H21N3O6

【 分 子 量 】399.40336

【元素组成】C 60.14% H 5.3% N 10.52% O 24.03%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号:(I)

2) The optical isomers of nilvidapine have also been synthesized: The selective hydrolysis of nilvadipine (I) with formic acid gives the monocarboxylic acid (II), which is treated with (-)-cinconidine, yielding the corresponding salt (IV) as a diastereomeric mixture, which is separated by fractional crystallization to give, after hydrolysis with HCl, 2-cyano-3-(methoxycarbonyl)-6-methyl-4(R)-(3-nitrophenyl)-1,4-dihydropy ridine-5-carboxylic acid (Va) and 2-cyano-3-(methoxycarbonyl)-6-methyl-4(S)-(3-nitrophenyl)-1,4-dihydropy ridine-5-carboxylic acid (Vb) as pure optical isomers. Both compounds are esterified by conversion to the corresponding acyl chlorides with PCl5 and esterification with isopropyl alcohol.

1 Okumura, K.; Satoh, Y.; Shiokawa, Y.; Studies on nilvadipine. IV. Synthesis of deuterated and optically active isopropyl 2-cyano-3-methoxycarbonyl-4-(3-nitrophenyl)-6-methyl-1,4-dihydropyridine-5-carboxylate (nilvadipine). Chem Pharm Bull 1994, 42, 4, 950.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(Va) 11004 (4R)-6-Cyano-5-(methoxycarbonyl)-2-methyl-4-(3-nitrophenyl)-1,4-dihydro-3-pyridinecarboxylic acid C16H13N3O6 详情 详情
(Vb) 11005 (4S)-6-Cyano-5-(methoxycarbonyl)-2-methyl-4-(3-nitrophenyl)-1,4-dihydro-3-pyridinecarboxylic acid C16H13N3O6 详情 详情
(I) 11001 5-(tert-butyl) 3-methyl 2-cyano-6-methyl-4-(3-nitrophenyl)-1,4-dihydro-3,5-pyridinedicarboxylate C20H21N3O6 详情 详情
(II) 11002 6-Cyano-5-(methoxycarbonyl)-2-methyl-4-(3-nitrophenyl)-1,4-dihydro-3-pyridinecarboxylic acid C16H13N3O6 详情 详情
(IV) 11003 6-Cyano-5-(methoxycarbonyl)-2-methyl-4-phenyl-1,4-dihydro-3-pyridinecarboxylic acid C16H14N2O4 详情 详情
Extended Information