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【结 构 式】

【分子编号】30835

【品名】methyl 1-(4-chlorophenyl)-9H-beta-carboline-3-carboxylate

【CA登记号】

【 分 子 式 】C19H13ClN2O2

【 分 子 量 】336.7772

【元素组成】C 67.76% H 3.89% Cl 10.53% N 8.32% O 9.5%

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:(V)

Esterification of L-tryptophan (I) by means of MeOH and SOCl2 gave the corresponding methyl ester (II). Subsequent Pictet-Spengler cyclization of (II) with 4-chlorobenzaldehyde (III) furnished the tetrahydropyridoindole (IV), which was dehydrogenated to the beta-carboline (V) using sulfur in refluxing xylene. The ester group of (V) was finally reduced to the target alcohol with LiAlH4 in THF.

1 Srivastava, S.K.; et al.; Potent 1,3-disubstituted-9H-pyrido[3,4-b]indoles as new lead compounds in antifilarial chemotherapy. J Med Chem 1999, 42, 9, 1667.
2 Srivastava, S.K.; et al.; Potent 1,3-disubstituted-9H-pyrido[3,4-b]indoles as new lead compounds in antifilarial chemotherapy. Bioorg Med Chem 1999, 7, 6, 1223.
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) 30836 L-tryptophan 73-22-3 C11H12N2O2 详情 详情
(II) 30837 methyl (2S)-2-amino-3-(1H-indol-3-yl)propanoate C12H14N2O2 详情 详情
(III) 29029 4-chlorobenzaldehyde 104-88-1 C7H5ClO 详情 详情
(IV) 30834 methyl 1-(4-chlorophenyl)-2,3,4,9-tetrahydro-1H-beta-carboline-3-carboxylate C19H17ClN2O2 详情 详情
(V) 30835 methyl 1-(4-chlorophenyl)-9H-beta-carboline-3-carboxylate C19H13ClN2O2 详情 详情
Extended Information