[(4S,6S)-4-isopropenyl-7-oxabicyclo[4.1.0]hept-1-yl]methanol -Drug Synthesis Database

【结构式】

【分子编号】34757

【品名】[(4S,6S)-4-isopropenyl-7-oxabicyclo[4.1.0]hept-1-yl]methanol

【CA登记号】

【分子式】C₁₀H₁₆O₂

【分子量】168.23584

【元素组成】C 71.39% H 9.59% O 19.02%

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)

Sharpless asymmetric epoxidation of (S)-(-)-perillyl alcohol (I) using tert-butyl hydroperoxide and diethyl L-tartrate produced epoxide (II), which was reduced to diol (III) by means of LiAlH4 in cold THF. Treatment of (III) with 2,2-dimethoxypropane (IV) and p-toluenesulfonic acid then furnished the title isopropylidene ketal.

参考文献中间体

合成目标

【1】 Ryder, H.; Skoumas, V.; Watson, M.; Moore, M.; Coombes, R.C.; Ashworth, P.A.; Donaldson, M.J.; XR 3054, structurally related to limonene, is a novel inhibitor of farnesyl protein transferase. Eur J Cancer 1999, 35, 6, 1014.

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)	34756	[(4S)-4-isopropenyl-1-cyclohexen-1-yl]methanol	536-59-4	C₁₀H₁₆O	详情	详情
(II)	34757	[(4S,6S)-4-isopropenyl-7-oxabicyclo[4.1.0]hept-1-yl]methanol		C₁₀H₁₆O₂	详情	详情
(III)	34758	1-(hydroxymethyl)-4-isopropenylcyclohexanol		C₁₀H₁₈O₂	详情	详情
(IV)	10722	1-Methoxy-1-methylethyl methyl ether; 2,2-Dimethoxypropane	77-76-9	C₅H₁₂O₂	详情	详情

Extended Information