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【结 构 式】 
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【分子编号】54902 【品名】(8S)-8-ethyl-8,9-dihydroxy-15-[(4-methyl-1-piperazinyl)methyl]-2,3,8,9,11,14-hexahydro-12H-[1,4]dioxino[2,3-g]pyrano[3',4':6,7]indolizino[1,2-b]quinolin-12-one 【CA登记号】 |
【 分 子 式 】C28H32N4O6 【 分 子 量 】520.58544 【元素组成】C 64.6% H 6.2% N 10.76% O 18.44% |
合成路线1
该中间体在本合成路线中的序号：(XLV)In a further procedure, hydrolysis of the methoxy pyranopyridine (XXV) employing iodotrimethylsilane gave lactam (XLII). This was condensed with the (hydroxymethyl)quinoline (XVII) under Mitsunobu conditions to afford adduct (XLIII). The hexacyclic system (XLIV) was then obtained by intramolecular Heck condensation of (XLIII) using palladium acetate and triphenylphosphine. Asymmetric dihydroxylation of (XLIV) yielded the alpha-hydroxy lactol (XLV). Finally, Swern oxidation of lactol (XLV) furnished the title lactone.
| 【1】 Fang, F.G.; Xie, S. (GlaxoSmithKline Inc.); Method for preparing camptothecin derivs.. WO 9716454 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (XVII) | 54877 | {7-iodo-9-[(4-methyl-1-piperazinyl)methyl]-2,3-dihydro[1,4]dioxino[2,3-g]quinolin-8-yl}methanol | C18H22IN3O3 | 详情 | 详情 | |
| (XXV) | 54885 | 4-ethyl-1H-pyrano[3,4-c]pyridin-8-yl methyl ether; 4-ethyl-8-methoxy-1H-pyrano[3,4-c]pyridine | C11H13NO2 | 详情 | 详情 | |
| (XLII) | 54899 | 4-ethyl-1,7-dihydro-8H-pyrano[3,4-c]pyridin-8-one | C10H11NO2 | 详情 | 详情 | |
| (XLIII) | 54900 | 4-ethyl-7-({7-iodo-9-[(4-methyl-1-piperazinyl)methyl]-2,3-dihydro[1,4]dioxino[2,3-g]quinolin-8-yl}methyl)-1,7-dihydro-8H-pyrano[3,4-c]pyridin-8-one | C28H31IN4O4 | 详情 | 详情 | |
| (XLIV) | 54901 | 8-ethyl-15-[(4-methyl-1-piperazinyl)methyl]-2,3,11,14-tetrahydro-12H-[1,4]dioxino[2,3-g]pyrano[3',4':6,7]indolizino[1,2-b]quinolin-12-one | C28H30N4O4 | 详情 | 详情 | |
| (XLV) | 54902 | (8S)-8-ethyl-8,9-dihydroxy-15-[(4-methyl-1-piperazinyl)methyl]-2,3,8,9,11,14-hexahydro-12H-[1,4]dioxino[2,3-g]pyrano[3',4':6,7]indolizino[1,2-b]quinolin-12-one | C28H32N4O6 | 详情 | 详情 |