(2R,4aR,6R,7R,8S,8aR)-7-(acetoxy)-6-hydroxy-2-methylhexahydropyrano[3,2-d][1,3]dioxin-8-yl acetate -Drug Synthesis Database

【结构式】

【分子编号】33218

【品名】(2R,4aR,6R,7R,8S,8aR)-7-(acetoxy)-6-hydroxy-2-methylhexahydropyrano[3,2-d][1,3]dioxin-8-yl acetate

【CA登记号】

【分子式】C₁₂H₁₈O₈

【分子量】290.27012

【元素组成】C 49.65% H 6.25% O 44.1%

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：(I)

By reaction of 4,6-O-ethylidene-2,3-di-O-acetyl-beta-D-glucopyranose (I) and 4'-benzyloxycarbonyl-4'-demethyl-epipodophyllotoxin (II) in the presence of boron trifluoride etherate to give the compound (III), which is treated with Zn(OAc)2 and NaOAc followed by reduction with Pd-C.

参考文献中间体

合成目标

【1】 Kuhn, M.; et al.; Verhafren zur Herstellung von Glucosiden. AT 303270B; AT 319971B; CH 514578; NL 6901619 .
【2】 Cabanillas, F.; Etoposide. Drugs Fut 1979, 4, 4, 257.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(I)	33218	(2R,4aR,6R,7R,8S,8aR)-7-(acetoxy)-6-hydroxy-2-methylhexahydropyrano[3,2-d][1,3]dioxin-8-yl acetate	C₁₂H₁₈O₈	详情	详情
(II)	15774	4-[(5R,5aR,8aR,9S)-9-hydroxy-6-oxo-5,5a,6,8,8a,9-hexahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl]-2,6-dimethoxyphenyl benzyl carbonate	C₂₉H₂₆O₁₀	详情	详情
(III)	33219	(2R,4aR,6R,7R,8S,8aR)-6-[[(5S,5aR,8aR,9R)-9-(4-[[(benzyloxy)carbonyl]oxy]-3,5-dimethoxyphenyl)-8-oxo-5,5a,6,8,8a,9-hexahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-yl]oxy]-7-(acetoxy)-2-methylhexahydropyrano[3,2-d][1,3]dioxin-8-yl acetate	C₄₁H₄₂O₁₇	详情	详情

Extended Information