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Synthesis of homochirall-(S)-tert-leucineviaa lipase catalysed dynamic resolution process

Authors
Journal
Tetrahedron Letters
0040-4039
Publisher
Elsevier
Publication Date
Volume
36
Issue
7
Identifiers
DOI: 10.1016/0040-4039(94)02408-4

Abstract

Abstract Treatment of (±)-2-phenyl-4- tert-butyloxazolin-5(4 H)-one 8 with Lipozyme® ( Mucor miehei) in toluene containing n-butanol and a catalytic amount of triethylamine resulted in a 94% yield of (S)- N-benzoyl tert-leucine butyl ester 9 (99.5% e.e.). Subsequent two step hydrolysis (Alcalase® followed by 6N HCl, reflux) yielded homochiral l-(S) -tert-leucine 1.

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