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The design of efficient and selective routes to a key 1,4-cis-substituted cyclohexylamide intermediate

โœ Scribed by Christopher Barfoot; Gerald Brooks; David T. Davies; John Elder; Ilaria Giordano; Alan Hennessy; Graham Jones; Roger Markwell; Michael McGuire; Timothy Miles; Neil Pearson; Grant Spoors; Ravinder Sudini; Hengxu Wei; Jeffery Wood

Book ID
104097658
Publisher
Elsevier Science
Year
2010
Tongue
French
Weight
332 KB
Volume
51
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

This Letter describes the synthetic challenges in synthesising key 1,4-cis-substituted cyclohexylamide intermediate 1 for our research programme. Five different routes address the major issues of selectivity to afford the cis product in isomerically pure form and in high yield. Major purification issues were also encountered upon scaling some of the routes. The merits of the diverse routes are assessed and the reasoning given for which one was ultimately used for large-scale synthesis of 1.

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