An efficient chemoenzymatic method to prepare optically active O-methyl-l-serine

ZY Wang, LS Xu, J Gao, JZ Liu, HJ Zhang, Q Liu…

Index: Wang, Zhi-Yuan; Xu, Li-Sheng; Gao, Ji; Liu, Jun-Zhong; Zhang, Hong-Juan; Liu, Qian; Jiao, Qing-Cai Tetrahedron Asymmetry, 2012 , vol. 23, # 24 p. 1653 - 1656

Full Text: HTML

Citation Number: 0

Abstract

O-Methyl-l-serine and its derivatives are relevant in peptide synthesis (food, pharmaceuticals, and cosmetics). Optically active O-methyl-l-serine was prepared using a chemoenzymatic method from inexpensive acrylamide. Our method is a four step reaction sequence; bromination of acrylamide; etherification of dibromopropionamide; ammonolysis of α-bromo-β-methoxy-propionamide; enzymatic racemization; and selective hydrolysis. ...