162377-69-7Relevant academic research and scientific papers
Synthesis of homochiralL-(S)-tert-leucine via a lipase catalysed dynamic resolution process
Turner, Nicholas J.,Winterman, James R.,McCague, Raymond,Parratt, Julian S.,Taylor, Stephen J. C.
, p. 1113 - 1116 (1995)
Treatment of (±)-2-phenyl-4-tert-butyloxazolin-5(4H)-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-benzoyltert-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.
Method for preparing tert-leucine and analogues thereof in enantiomeric form and intermediates therein
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, (2008/06/13)
Azlactone (3), or the opposite enantiomer thereof, undergoes biotransformation, using suitable enzymatic activity, in the presence of a compound YH to form a N-acyl-amino acid (2), wherein R1, R2 and R3 are each not hydrogen and are independently selected from groups containing up to 20 carbon atoms, optionally with any combination of R1, R2 and R3 being joined together to form at least one ring, X is selected from groups containing up to 20 carbon atoms, and Y is selected from the group consisting of —OH, -Oalkyl and -Nalkyl. Amino acid (1), or the opposite enantiomer thereof, can be prepared in high enantiomeric excess from N-acyl amino acid (2), by converting Y to OH.
