19794-53-7Relevant articles and documents
Marine Cyanobacterial Fatty Acid Amides Acting on Cannabinoid Receptors
Montaser, Rana,Paul, Valerie J.,Luesch, Hendrik
, p. 2676 - 2681 (2012)
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An efficient chemoenzymatic method to prepare optically active O-methyl-l-serine
Wang, Zhi-Yuan,Xu, Li-Sheng,Gao, Ji,Liu, Jun-Zhong,Zhang, Hong-Juan,Liu, Qian,Jiao, Qing-Cai
, p. 1653 - 1656 (2013/02/23)
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. The double-enzyme catalyst system, which consists of α-amino-*-caprolactam racemase (Locus, E01594) and peptidase B (Locus, D84499), was successfully applied to produce enantiopure O-methyl-l-serine (ee >99.9%) in high yield (>99.7%). Optically active O-methyl-l-serine was obtained with a total yield of 82.4%.
PROCESS FOR PREPARING LACOSAMIDE
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Page/Page column 24, (2012/06/01)
The present invention provides a process for the preparation of lacosamide in substantially optically pure form, which in one aspect comprises the following steps: (i) resolution of O-methyl-D,L-serine to provide O-methyl-D-serine in substantially optically pure form; (ii) acetylation of O-methyl-D-serine thereby obtained to provide the N-acetyl 10 derivative thereof in substantially optically pure form; (iii) activating the carboxy group of the compound thereby obtained; and (iv) reacting the compound thereby obtained with benzylamine.