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A facile synthetic route to the 14C-labeled enantiomers of MK-196, A new uricosuric diuretic, and its major metabolite

✍ Scribed by Otto W. Woltersdorf Jr.


Publisher
John Wiley and Sons
Year
1980
Tongue
French
Weight
217 KB
Volume
17
Category
Article
ISSN
0022-2135

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✦ Synopsis


Abstract

The enantiomers of MK‐196, (6,7‐dichloro‐2‐methyl‐1‐oxo‐2‐phenyl‐5‐indanyloxy)‐acetic acid, and the 2‐(4‐hydroxyphenyl) derivative, the major metabolite of MK‐196, were resolved by classical methods using α‐methylbenzylamine salts, and converted to the corresponding, enantiomerically pure (indanyloxy)acetic acids‐α‐^14^C by facile ether cleavage with pyridine hydrochloride to the 5‐indanols, selective O‐re‐alkylation with methyl bromoacetate‐2‐^14^C and subsequent saponification.