Process for preparing cyclic amine compounds

摘要

A cyclic amine compound having a prescribed configuration can be efficiently prepared by reducing an imine derivative in the presence of a sulfonic acid. Specifically, a cyclic amine compound which is substituted with an amino group and a carboxyl group in which both groups are arranged in the trans configuration can be prepared efficiently.

主权项

1. A process for producing a cyclic amine compound, comprising the step of reacting an imine derivative represented by the following formula (1): wherein R1 is C1-12 alkyloxy group, C2-12 alkenyloxy group, C7-21 aralkyloxy group, C6-18 aryloxy group, C3-36 trialkylsilyloxy group, amino group, C1-12 alkylamino group, C2-12 alkenylamino group, C7-21 aralkylamino group, C6-18 arylamino group, C2-24 dialkylamino group, C4-24 dialkenylamino group, C14-42 diaralkylamino group, C12-36 diarylamino group, thiol group, C1-12 alkylthio group, C2-12 alkenylthio group, C7-21 aralkylthio group, or C6-18 arylthio group; R2 is hydrogen atom, C1-12 alkyl group, C2-12 alkenyl group, C7-21 aralkyl group, or C6-18 aryl group; R3 is hydrogen atom, C1-12 alkyl group, C2-12 alkenyl group, C7-21 aralkyl group, C6-18 aryl group, hydroxy group, C1-12 alkyloxy group, C2-12 alkenyloxy group, C7-21 aralkyloxy group, or C6-18 aryloxy group; and n is an integer of 1, 2, or 3, with a reducing agent in the presence of a sulfonic acid, wherein the cyclic amine compound is represented by the following formula (2): wherein R1, R2, R3 and n are the same as the above or the following formula (3): wherein R1, R2, R3 and n are the same as the above.