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Direct syntheses of β‐hydroxyvaline and [4,4′‐ 2 H 6 ]‐β‐hydroxyvaline
Author(s) -
Scott A. I.,
Wilkinson T. J.
Publication year - 1981
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.2580180308
Subject(s) - chemistry , acetone , yield (engineering) , isopropyl , hydrolysis , medicinal chemistry , organic chemistry , nuclear chemistry , materials science , metallurgy
The anion of N,N‐dibenzylglycine ethyl ester was condensed with acetone to afford N,N‐dibenzyl‐β‐hydroxyvaline ethyl ester which was debenzylated and hydrolyzed to yield β‐hydroxyvaline in 72% overall yield. A variety of β‐hydroxyvalines labelled on the isopropyl group can be prepared by this procedure as shown by the preparation of [4,4′‐ 2 H 6 ]‐β‐hydroxyvaline from d 6 ‐acetone.