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Synthesis of 2-(bromomethyl-13C)-fumaric acid (bromomesaconic acid)

✍ Scribed by D. John Aberhart; Chi-Tung Hsu


Publisher
John Wiley and Sons
Year
1981
Tongue
French
Weight
225 KB
Volume
18
Category
Article
ISSN
0022-2135

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✦ Synopsis


Abstract

The fumarase inhibitor, bromomescaconic acid, has been synthesized with ^13^C labeling in the bromomethyl group. Di‐t‐butyl acetylene‐dicarboxylate was converted with Li (^13^CH~3~)~2~Cu to di‐t‐butyl (methyl‐^13^C)citraconate. Photochemical isomerization of this to di‐t‐butyl (methyl‐^13^C)mesaconate, followed by deblocking with trifluoroacetic acid gave the title compound.


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