|
【结 构 式】 
|
【分子编号】24672 【品名】Tabersonine; Methyl 3a-ethyl-3a,4,6,11,12,13a-hexahydro-1H-indolizino[8,1-cd]carbazole-5-carboxylate 【CA登记号】 |
【 分 子 式 】C21H24N2O2 【 分 子 量 】336.43384 【元素组成】C 74.97% H 7.19% N 8.33% O 9.51% |
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)Tabersonine (I), isolated from plant material, reacted with disuccinoyl peroxide in methanol - HCl - water gives the rearranged product (II). Dehydration of (II) with formic acid and acetyl chloride in CH2Cl2 yields the ester (III), which is reduced with LiAlH4 to the alcohol (IV). Finally, acylation with 3,4,5 trimethoxybenzoyl chloride (V) results in RGH-4417 (VI).
| 【1】 Keve, T.; et al. (Gedeon Richter Ltd.); Polycyclic compounds containing a double bond in the D-ring pharmaceutical compositions containing them and methods of treating psoriasis with them. DE 3204630; FR 2499572; GB 2094297; GB 2125788; HU 183323; JP 57181087; US 4424223 . |
| 【2】 Balazs, M.Z.; Nogradi, M.; Kiss, B.; RGH-4417. Drugs Fut 1986, 11, 8, 663. |
| 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) | 24672 | Tabersonine; Methyl 3a-ethyl-3a,4,6,11,12,13a-hexahydro-1H-indolizino[8,1-cd]carbazole-5-carboxylate | C21H24N2O2 | 详情 | 详情 | |
| (II) | 24673 | methyl (13aR,13bS)-13a-ethyl-12-hydroxy-5,6,12,13,13a,13b-hexahydro-3H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylate | C21H24N2O3 | 详情 | 详情 | |
| (III) | 24674 | methyl (13aR,13bS)-13a-ethyl-5,6,12,13,13a,13b-hexahydro-3H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridine-12-carboxylate | C21H24N2O2 | 详情 | 详情 | |
| (IV) | 24675 | [(13aR,13bS)-13a-ethyl-5,6,12,13,13a,13b-hexahydro-3H-indolo[3,2,1-de]pyrido[3,2,1-ij][1,5]naphthyridin-12-yl]methanol | C20H24N2O | 详情 | 详情 | |
| (V) | 13571 | 3,4,5Ttrimethoxybenzoyl chloride | 4521-61-3 | C10H11ClO4 | 详情 | 详情 |
Extended Information