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An asymmetric synthesis of l-[3-13C]alanine

✍ Scribed by Kazuhiko Takatori; Sanae Toyama; Shoko Narumi; Seishiro Fujii; Masahiro Kajiwara

Publisher: John Wiley and Sons
Year: 2004
Tongue: French
Weight: 81 KB
Volume: 47
Category: Article
ISSN: 0022-2135
DOI: 10.1002/jlcr.800

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✦ Synopsis

Abstract

l‐[3‐^13^C]Alanine was synthesized from [^13^C]methyl iodide by using Dellaria's oxazinone, prepared from phenyl[2‐^13^C]bromoacetate and (S)‐2‐phenylglycinol, as a chiral glycine equivalent. Alkylation of the oxazinone with [^13^C]methyl iodide was achieved with high diastereoselectivity. Hydrolysis and removal of the chiral auxiliary of the alkylated oxazinone gave l‐[3‐^13^C]alanine. Copyright © 2003 John Wiley & Sons, Ltd.

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