Furegati, Markus and Nocito, Sandro (2017) Practial isolation of the (1R,2R)-enantiomer from a racemic cis/trans mixture of 2-methylcyclohexyl-1-amine. Organic process research & development.

Abstract

2-Methylcyclohexyl-1-amine exists in four stereoisomeric forms. Although it is a simple compound, none of the stereoisomers is readily available in its pure form. Four synthetic routes are described in the literature for the preparation of the trans-enantiomers in 4-8 steps. In addition, one enzyme based transformation led to pure enantiomers in one step, although as a cis/trans mixture. We herein described a crystallization method identified by a diastereomeric salt screen allowing the isolation of a single trans enantiomer from a cheap commercial source consisting of a mixture of all four stereoisomers.

Item Type:	Article
Keywords:	Crystallization, diastereomeric salt screen, optical resolution
Date Deposited:	12 Dec 2017 00:45
Last Modified:	12 Dec 2017 00:45
URI:	https://oak.novartis.com/id/eprint/33538