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Synthesis of (2S, 5R) - [5-2H] Proline

✍ Scribed by Paola Gramatica; Paolo Manitto; Ada Manzocchi; Enzo Santaniello


Book ID
102374629
Publisher
John Wiley and Sons
Year
1981
Tongue
French
Weight
318 KB
Volume
18
Category
Article
ISSN
0022-2135

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✦ Synopsis


Abstract

The title compound was obtained by preferential crystallisation of (2RS,5R)‐[5‐^2^H]proline. The labelled racemic amino acid was synthesized in five steps from (5R)‐[5‐^2^H]‐2‐pyrrolidone, which was prepared by cyclisation of (4R)‐[4‐^2^H] GABA. The stereospecific label was introduced into GABA enzymatically decarboxylating in ^2^H~2~O (2S)‐glutamic acid, in the presence of glutamate decarboxy lase from E. coli.


πŸ“œ SIMILAR VOLUMES


Stereoselective synthesis of (2S,3S,4R,5
✍ Makoto Oba; Tsutomu Terauchi; Jun Hashimoto; Tomohiro Tanaka; Kozaburo Nishiyama πŸ“‚ Article πŸ“… 1997 πŸ› Elsevier Science 🌐 French βš– 227 KB

A catalytic deuteration of protected 3,4-dehydro-L-proline using RuCI2(PPh3) 3 followed by RuO~-oxidation gave a 3,4-dideuterated L-pyroglutamic acid derivative which is considered to be a promising precursor for various deuterated amino acids. The present study demonstrates a stereoselective reduct