(7S)-7-ethyl-7-hydroxy-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】61733

【品名】(7S)-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】C₂₁H₁₈N₂O₃

【分子量】346.3856

【元素组成】C 72.82% H 5.24% N 8.09% O 13.86%

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)

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.

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
(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