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An improved procedure for the synthesis of DL-[2-13C]-glutamic acid

✍ Scribed by Marek J. Potrzebowski; Neal J. Stolowich; A. Ian Scott

Publisher
John Wiley and Sons
Year
1990
Tongue
French
Weight
266 KB
Volume
28
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

A convenient two‐step chemical synthesis of DL‐[2‐^13^C]‐glutamic acid from methyl acrylate and diethyl acetamidomalonate is described. Synthesis of the Michael adduct (III) was effected in quantitative yield by employing strong amino bases as catalysts. The reactivities of three such catalysts, tetramethyl guanidine (TMG), 1,8‐diazobicyclo [5,4,0]‐undec‐7‐ene (1,5‐5) (DBU) and 1,5‐diazobicyclo [4,3,0] non‐5‐ene (DBN) were compared by ^13^C NMR and all are shown to catalyse the reaction quantitatively, however at markedly different rates.

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