Organic Communications

Year: 2017  Volume: 10   Issue: 1



Synthesis of 13C labeled β-cyano-ʟ-alanine

Nesa Ghasemi and Hasan Seçen

Department of Chemistry, Faculty of Sciences, Ataturk University, 25240 Erzurum, Türkiye

Abstract: A synthetic methodology for preparation of β-cyano-ʟ-alanine was developed via ʟ -serine. Esterification of ʟ -serine with MeOH, followed by protection of NH 2 with CBz, gave methyl 2-(benzyloxycarbonylamino)-3-hydroxypropanoate. Mesylation of OH group, and then cyanation, ester hydrolysis and removal of the CBz group with catalytic hydrogenation, gave β-cyano-ʟ-alanine. Crucial step for the synthesis of the title compound was cyanation with K 13CN.

Keywords : β-cyano-ʟ-alanin e; labeled amino acid; asparagine. © 2017 ACG Publications. All rights reserved.