(7S)-7-ethyl-2,7-dihydroxy-10,13-dihydrobenzo[6,7]indolizino[1,2-b]quinoline-8,11(7H,9H)-dione -Drug Synthesis Database

【结构式】

【分子编号】61736

【品名】(7S)-7-ethyl-2,7-dihydroxy-10,13-dihydrobenzo[6,7]indolizino[1,2-b]quinoline-8,11(7H,9H)-dione

【CA登记号】

【分子式】C₂₁H₁₈N₂O₄

【分子量】362.385

【元素组成】C 69.6% H 5.01% N 7.73% O 17.66%

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：(IV)

The reaction of 10-hydroxycamptothecin (IV) with Ac2O and pyridine gives the diacetate (V), which is silylated with Tbdms-H, (t-BuO)2 and Tis-SH in refluxing dioxane/TFA to give the silylated diacetate (VI). Finally, this compound is deacetylated by reaction with NaOMe in methanol or HCl in ethanol to afford the target silylated 10-hydroxycamptothecin.

参考文献中间体

合成目标

【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	分子式	供应商	用于合成
(IV)	61736	(7S)-7-ethyl-2,7-dihydroxy-10,13-dihydrobenzo[6,7]indolizino[1,2-b]quinoline-8,11(7H,9H)-dione	C₂₁H₁₈N₂O₄	详情	详情
(V)	61737	(7S)-2-(acetyloxy)-7-ethyl-8,11-dioxo-7,8,9,10,11,13-hexahydrobenzo[6,7]indolizino[1,2-b]quinolin-7-yl acetate	C₂₅H₂₂N₂O₆	详情	详情
(VI)	61738	(7S)-2-(acetyloxy)-14-[tert-butyl(dimethyl)silyl]-7-ethyl-8,11-dioxo-7,8,9,10,11,13-hexahydrobenzo[6,7]indolizino[1,2-b]quinolin-7-yl acetate	C₃₁H₃₆N₂O₆Si	详情	详情

Extended Information