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【结 构 式】

【分子编号】51407

【品名】3-methyl 5-propyl 1-benzyl-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydro-3,5-pyridinedicarboxylate

【CA登记号】

【 分 子 式 】C26H28ClNO4

【 分 子 量 】453.96536

【元素组成】C 68.79% H 6.22% Cl 7.81% N 3.09% O 14.1%

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:(IV)

The cyclization of 2-butynoic acid methyl ester (I) with 2-(2-chlorobenzylidene)-3-oxobutyric acid ethyl ester (II) and benzylamine (III) in refluxing toluene gives the N-benzylated dihydropyridine (IV), which is debenzylated by reduction with formic acid over Pd/C in refluxing methanol to yield the dihydropyridine (V). The bromination of (V) with C5H5NH+ HBr3- in dichloromethane affords the bromomethyl compound (VI), which is condensed with 2-azidoethanol (VII) by means of NaH in ethyl ether to provide the 2-azidoethoxymethyl compound (VIII). Finally, the azido group of (VIII) is reduced with Zn and HCl in methanol to furnish the desired 2-aminoethoxymethyl compound.

1 Kim, S.-C.; et al.; Synthesis of amlodipine using aza Diels-Alder reaction. Bull Korean Chem Soc 2002, 23, 1, 143.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 51405 2-Butynoic acid methyl ester; Methyl 2-butynoate; Tetrolic acid methyl ester; Methyl tetrolate 23326-27-4 C5H6O2 详情 详情
(II) 15147 Benzylamine; Phenylmethanamine 100-46-9 C7H9N 详情 详情
(III) 51406 ethyl (Z)-2-acetyl-3-(2-chlorophenyl)-2-propenoate C13H13ClO3 详情 详情
(IV) 51407 3-methyl 5-propyl 1-benzyl-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydro-3,5-pyridinedicarboxylate C26H28ClNO4 详情 详情
(V) 51408 3-ethyl 5-methyl 4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydro-3,5-pyridinedicarboxylate C18H20ClNO4 详情 详情
(VI) 51409 3-ethyl 5-methyl 2-(bromomethyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydro-3,5-pyridinedicarboxylate C18H19BrClNO4 详情 详情
(VII) 24111 2-azido-1-ethanol C2H5N3O 详情 详情
(VIII) 51410 5-methyl 3-propyl 2-[(2-azidoethoxy)methyl]-4-(2-chlorophenyl)-6-methyl-1,4-dihydro-3,5-pyridinedicarboxylate C21H25ClN4O5 详情 详情
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