A process for preparing (S,S)-cis-2-benzhydryl-3-benzylaminoquinuclidine. The process includes the steps of contacting a compound containing a mixture of R- and S-isomers and having the formula
1
with an effective amount of a chiral organic acid in the presence of an organic solvent and an effective amount of an organic carboxylic acid for converting the R-isomer into an acid salt of the S isomer, wherein the organic solvent is capable of solubilizing the compound containing the mixture of R- and S-isomers, while precipitating the acid salt and the organic carboxylic acid is different from the chiral organic acid; neutralizing the acid salt with a base to provide an S-isomer of a chiral ketone of the formula
2
reacting the chiral ketone with an organic amine in the presence of a Lewis acid to provide the corresponding imine and reducing the imine.
一种制备(S,S)-顺式-2-苯甲基-3-苄基
氨基
喹啉的方法。该方法包括以下步骤:将含有R-和S-异构体混合物且具有公式1的化合物与手性有机酸的有效量在有机溶剂和有机
羧酸的有效量的存在下接触,以将R-异构体转化为S-异构体的酸盐,其中有机溶剂能够溶解含有R-和S-异构体混合物的化合物,同时沉淀酸盐,有机
羧酸不同于手性有机酸;用碱中和酸盐以提供公式2的手性酮的S-异构体;在
路易斯酸的存在下,将手性酮与有机胺反应以提供相应的
亚胺,并还原
亚胺。