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介绍了一种简单的制备 (1R,3S) - 3-氨基 - 1-环己烷羧酸的方法。以环己烷 - 1,3-二羧酸的顺反混合物为原料 ,经过关环得顺式的酸酐 ,然后酯化 ,在脂肪酶 AY- 30的作用下进行去对称性水解 ,得光学活性的环己烷 - 1,3-二羧酸的单乙酯产物 ,经过改进的 Curtis重排反应后 ,羧酸基团转变为氨基。然后经过酯水解、去保护基团 ,得到光学纯的 (1R,3S) - 3-氨基 - 1-环己烷羧酸。
A simple method for the preparation of (1R, 3S) -3-amino-1-cyclohexanecarboxylic acid is described. The cyclohexane-1,3-dicarboxylic acid cis-trans mixture as raw material, after ring closure of the cis-type anhydride, and then esterification, the lipase AY-30 under the action of the symmetric hydrolysis, the optical activity Of cyclohexane-1,3-dicarboxylic acid monoethyl ester product, after an improved Curtis rearrangement reaction, the carboxylic acid group is converted to an amino group. Then, it was subjected to ester hydrolysis to deprotect the group to obtain optically pure (1R, 3S) -3-amino-1-cyclohexanecarboxylic acid.