【结 构 式】 |
【分子编号】37382 【品名】ethyl 5-(2,3-dimethoxyphenyl)-2-oxo-2,5-dihydro-3-furanylcarbamate 【CA登记号】 |
【 分 子 式 】C15H17NO6 【 分 子 量 】307.30312 【元素组成】C 58.63% H 5.58% N 4.56% O 31.24% |
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:(X)Condensation of oxobutenoic acid (III) with methyl carbamate produced dihydrofuranone (X). Catalytic hydrogenation of this compound gave (ethoxycarbonylamino)butyric acid derivative (XI). Intramolecular cyclization of (XI) to the tetralone (XII) was carried out in hot polyphosphoric acid. After hydrogenolysis of the keto group of (XII), the resulting carbamate (XIII) was reduced with LiAlH4 to the methylamino derivative (VIII), which was finally demethylated.
【1】 Servadio, V.; Ventura, P.; Amari, G.; Chiesi, P.; Del Canale, M.; De Fanti, R. (Chiesi Farmaceutici SpA); A process for the preparation of 5,6-dihydroxy-2-amino-1,2,3,4-tetrahydronaphthalene derivs.. WO 9529147 . |
中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
---|---|---|---|---|---|---|
40724 | methyl carbamate; carbamic acid methyl ester | 598-55-0 | C2H5NO2 | 详情 | 详情 | |
(III) | 37376 | (E)-4-(2,3-dimethoxyphenyl)-2-oxo-3-butenoic acid | C12H12O5 | 详情 | 详情 | |
(VIII) | 37381 | N-(5,6-dimethoxy-1,2,3,4-tetrahydro-2-naphthalenyl)-N-methylamine; 5,6-dimethoxy-N-methyl-1,2,3,4-tetrahydro-2-naphthalenamine | C13H19NO2 | 详情 | 详情 | |
(X) | 37382 | ethyl 5-(2,3-dimethoxyphenyl)-2-oxo-2,5-dihydro-3-furanylcarbamate | C15H17NO6 | 详情 | 详情 | |
(XI) | 37383 | 4-(2,3-dimethoxyphenyl)-2-[(ethoxycarbonyl)amino]butyric acid | C15H21NO6 | 详情 | 详情 | |
(XII) | 37384 | ethyl 5,6-dimethoxy-1-oxo-1,2,3,4-tetrahydro-2-naphthalenylcarbamate | C15H19NO5 | 详情 | 详情 | |
(XIII) | 37385 | ethyl 5,6-dimethoxy-1,2,3,4-tetrahydro-2-naphthalenylcarbamate | C15H21NO4 | 详情 | 详情 |
Extended Information