罗西维林四个立体异构体的制备新方法

A New Synthetic Process of Four Stereoisomers of Rociverine

顺-1-环己基-2-羟甲基环己醇(6)经Anelli氧化和Pinnick氧化制得顺-1-羟基-(1,1'-二环己基)-2-甲酸(7),经(±)-α-苯乙胺拆分得异构体7a(1R,2R)和7b(1S,2S);另用D-樟脑酸和L-二苯甲酰酒石酸拆分1-二乙胺基-2-丙醇(8)得异构体8a(R)和8b(S)。7a/7b与8a/8b分别进行缩合,得罗西维林的4个单一异构体。

Cis- 1-hydroxy- [ 1, 1＇-bi （cyclohexane） ] -2-carboxylic acid （7） was prepared by Anelli oxidation and Pinnick oxidation from cis-1-cyclohexyl-2-（hydroxymethyl）cyclohexanol, and then it was separated by resolution with （±） -α-phenylethylamine to give a pair of isomers 7a （1R,2R） and 7b （1S,2S）. Another pair of isomers 8a （R）/8b （S） were prepared by resolution of 1-diethylamino-2-propanol （8） with D-camphoric acid and L-dibenzoyltartaric acid. Then the four stereoisomers of rociverine were prepared via condensation of 7a/7b and 8a/8b.