Synthesis

Convenient multigram synthesis of (R)-homopipecolic acid methyl ester

M Breuning, M Steiner

Index: Breuning, Matthias; Steiner, Melanie Synthesis, 2006 , # 8 p. 1386 - 1389

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Citation Number: 3

Abstract

Even though the separation of (S,R)-5 and (S,S)-5 was possible by chromatography on silica gel, this process turned out to be very time-consuming and, thus, not well-suited for large-scale preparations. [21] By contrast, fractional crystallization with (+)-CSA proved to be very effective. Addition of an ethanolic solution of (+)-CSA [1.3 equiv with respect to the minor diastereomer (S,S)-5] to the 72:28 mixture of (S,R)-5 and (S,S)-5 in diethyl ether resulted in the ...