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Facile Synthesis of Optically Active Homocysteine from Methionine

L-Methionine (L-Met) reacted with dichloroacetic acid in concentrated hydrochloric acid under refluxing to give (4S)-1,3-thiazane-2,4-dicarboxylic acid hydrochloride [(4S)-TDC·HCl]. L-Homocysteine (L-Hcy) was obtained in an optically pure form by treatment of (4S)-TDC·HCl with hydroxylamine hydrochl...

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Bibliographic Details
Published in:Chemistry letters 2000-05, Vol.29 (5), p.468-469
Main Authors: Shiraiwa, Tadashi, Nakagawa, Kazuo, Kanemoto, Norito
Format: Article
Language:English
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Summary:L-Methionine (L-Met) reacted with dichloroacetic acid in concentrated hydrochloric acid under refluxing to give (4S)-1,3-thiazane-2,4-dicarboxylic acid hydrochloride [(4S)-TDC·HCl]. L-Homocysteine (L-Hcy) was obtained in an optically pure form by treatment of (4S)-TDC·HCl with hydroxylamine hydrochloride. D-Hcy was also synthesized starting from D-Met via (4R)-TDC·HCl intermediate.
ISSN:0366-7022
1348-0715
DOI:10.1246/cl.2000.468