【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