Asymmetric Synthesis of Optically PureL-p-Boronophenylalanine by a Hybrid Process
- 1 January 1996
- journal article
- Published by Taylor & Francis in Bioscience, Biotechnology, and Biochemistry
- Vol. 60 (4) , 683-684
- https://doi.org/10.1271/bbb.60.683
Abstract
Optically pure L-p-boronophenylalanine (BPA) was synthesized by a hybrid process involving enantioselective alkylation and subsequent enzymatic hydrolysis. Lithiated (2R)-(–)-2,5-dihydro-2-isopropyl-3,6-dimethoxypyrazine was reacted with 4-bromo-methylbenzeneboronate (2) to yield adduct 4 in a 74% e.e. Stepwise treatment of 4 with hydrochloric acid gave L-BPA methyl ester 6, which was hydrolyzed with chymotrypsin to furnish optically pure L-BPA.Keywords
This publication has 1 reference indexed in Scilit:
- Enantioselective Synthesis of L-(-)-4-Boronophenylalanine (L-BPA) by Asymmetric Catalytic HydrogenationPublished by Springer Nature ,1992