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Preparation of deuteriated succinic acids
Author(s) -
Tashiro Masashi,
Tsuzuki Hirohisa,
Isobe ShinIchiro,
Goto Hideyuki,
Ogasahara Shoji,
Mataka Shuntaro,
Yonemitsu Tadashi
Publication year - 1991
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580290406
Subject(s) - chemistry , succinic acid , succinimide , succinic anhydride , dimethyl fumarate , deuterium , hydrolysis , alkaline hydrolysis , oxide , maleic anhydride , organic chemistry , fumaric acid , medicinal chemistry , nuclear chemistry , psychology , physics , quantum mechanics , psychiatry , multiple sclerosis , copolymer , polymer
Succinic [2,3‐ 2 H 2 ]‐ and [2,2,3,3‐ 2 H 4 ]‐acids were prepared from maleic anhydride and dimethyl fumarate, and acetylene dicarboxylic acid and its dimethyl ester by treatment with CuAl and Ni‐Al alloys in 10% NaOD‐D 2 O in 95% to 100% isotopic purity. The succinic 2 H 4 acid having high isotopic purity was also obtained on the hydrolysis of 1,2‐ethanedinitrile with alkaline deuterium oxide. Based on the 1 H{ 2 H} spectra analysis of N‐( o ‐biphenyl)[2,3‐ 2 H 2 ]succinimide, it was elucidated that the Raney alloy reduction with alkaline deuterium oxide proceeds stepwise.