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【结 构 式】

【分子编号】61734

【品名】(7S)-14-[tert-butyl(dimethyl)silyl]-7-ethyl-7-hydroxy-10,13-dihydrobenzo[6,7]indolizino[1,2-b]quinoline-8,11(7H,9H)-dione

【CA登记号】

【 分 子 式 】C27H32N2O3Si

【 分 子 量 】460.64826

【元素组成】C 70.4% H 7% N 6.08% O 10.42% Si 6.1%

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:(II)

The reaction of camptothecin (I) with Tbdms-H, (t-BuO)2 and t-BuSH in refluxing dioxane gives the 7-silylcamptothecin (II), which is treated with H2O2 in hot AcOH to give the N-oxide (III). Finally, this compound is isomerized by photolysis in dioxane/H2SO4 to afford the target silylated 10-hydroxycamptothecin.

1 Du, W.; Kaskar, B.; Blumbergs, P.; Subramanian, P.-K.; Curran, D.P.; Semisynthesis of DB-67 and other silatecans from camptothecin by thiol-promoted addition of silyl radicals. Bioo. & Med. Chem. 2003, 11, 39, 451.
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) 61733 (7S)-7-ethyl-7-hydroxy-10,13-dihydrobenzo[6,7]indolizino[1,2-b]quinoline-8,11(7H,9H)-dione C21H18N2O3 详情 详情
(II) 61734 (7S)-14-[tert-butyl(dimethyl)silyl]-7-ethyl-7-hydroxy-10,13-dihydrobenzo[6,7]indolizino[1,2-b]quinoline-8,11(7H,9H)-dione C27H32N2O3Si 详情 详情
(III) 61735 (7S)-14-[tert-butyl(dimethyl)silyl]-7-ethyl-7-hydroxy-8,11-dioxo-7,8,9,10,11,13-hexahydrobenzo[6,7]indolizino[1,2-b]quinolin-5-ium-5-olate C27H32N2O4Si 详情 详情
Extended Information