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A practical synthesis of enantiopure ethyl cis-2-amino-1-cyclohexanecarboxylate via asymmetric reductive amination methodology

✍ Scribed by Daqiang Xu; Kapa Prasad; Oljan Repič; Thomas J. Blacklock

Book ID: 104361181
Publisher: Elsevier Science
Year: 1997
Tongue: English
Weight: 465 KB
Volume: 8
Category: Article
ISSN: 0957-4166
DOI: 10.1016/s0957-4166(97)00160-2

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✦ Synopsis

A simple and practical method for large scale preparation of optically pure ethyl 2-amino-l-cyclohexanecarboxylate was developed via a reductive amination of 2oxo-cyclohexanecarboxylate with a chiral ot-methylbenzylamine. The major diastereomer was isolated in optically pure form by a simple and efficient crystallization as its HBr salt. The diastereoselectivity as well as the cis/trans selectivity was also improved.

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