Process for making and isolating (r)-2-hydroxy-4-...

C - Chemistry – Metallurgy – 07 – C

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260/477.5, 260/5

C07C 59/48 (2006.01) C07C 69/732 (2006.01) C07C 69/738 (2006.01)

Patent

CA 1292012

ABSTRACT Disclosed herein is a novel compound, (L)-menthyl 2-oxo-4-phenylbutyrate, and an improved process for making and isolating a substantially pure compound of the structural formula: Image wherein Y is hydrogen or (L)-menthyl the improvement which comprises: a) stereoselectively reducing (L)-menthyl 2-oxo-4- phenylbutyrate by contacting said compound with with S-Alpine borane, b) stereoselectively isolating (L)-menthyl-(R)-2- hydroxy-4-phenylbutyrate by crystallization, and optionally hydrolyzing the so obtained ester; and further comprises optionally esterifying the so obtained acid by contacting said acid with a C1-C6 alkanol in the presence of acid.

559482

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