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Synthesis of (1-14C)valine

✍ Scribed by B. Meesschaert; P. Adriaens; H. Eyssen

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

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✦ Synopsis

Abstract

The method for the synthesis of DL‐(1‐^14^C)valine (reaction of ethyl N‐(1‐phthalimido)‐isobutyl‐1‐carbamate with K^14^CN in ethyl alcohol, followed by acidic hydrolysis of the labelled nitrile) reported by Egyed et al. (Acta Chim. Hung. 38: 123, 1963) was studied. The yield of valine could be increased to 75‐80 % by using dry isopropyl alcohol and extending the hydrolysis with hydrochloric acid‐acetic acid to 36 hours. This is better than or comparable to the yields obtained with the Strecker or Bucherer methods. Since the replacement of the phthalimido ring with cyanide proved to be of the S~N~1 type, a stereospecific synthesis of L‐ or D‐(1‐^14^C)valine was not possible.

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