1036030-27-9Relevant academic research and scientific papers
Scalable synthesis and isolation of the four stereoisomers of methyl 1-amino-3-(4-bromophenyl)cyclopentanecarboxylate, useful intermediates for the synthesis of S1P1 receptor agonists
Wallace, Grier A.,Gordon, Thomas D.,Hayes, Martin E.,Konopacki, Donald B.,Fix-Stenzel, Shannon R.,Zhang, Xiaolei,Grongsaard, Pintipa,Cusack, Kevin P.,Schaffter, Lisa M.,Henry, Rodger F.,Stoffel, Robert H.
experimental part, p. 4886 - 4889 (2009/10/02)
(Chemical Equation Presented) The individual isomers of methyl 1-amino-3-(4-bromophenyl)cyclopentanecarboxylate are useful intermediates for the synthesis of S1P1 receptor agonists. Herein we describe a scalable synthesis and isolation of each of the four stereoisomers of this compound in gram quantities with >98% ee and de. The utility of this approach is demonstrated by the synthesis of ((1R,3R)-1-amino-3-(4-octylphenyl)cyclopentyl)methanol in 7 steps, 11% overall yield, and >98% ee and de.
PROCESS FOR THE PREPARATION AND ISOLATION OF THE INDIVIDUAL STEREOISOMERS OF 1-AMINO, 3-SUBSTITUTED PHENYLCYCLOPENTANE CARBOXYLATES
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Page/Page column 22-23, (2008/12/07)
The present invention discloses processes for the preparation and isolation of the individual stereoisomers of 1-amino, 3-substituted phenylcyclopentane-carboxylates.
