Synthesis of 14C-labelled 5-hydroxy-4-keto-valeric acid and 4, 5-dioxo-valeric acid

✍ Scribed by Rudolf Tschesche; Wolfgang Wirth

• Book ID: 102373762
• Publisher: John Wiley and Sons
• Year: 1981
• Tongue: French
• Weight: 265 KB
• Volume: 18
• Category: Article
• ISSN: 0022-2135
• DOI: 10.1002/jlcr.2580180318

✦ Synopsis

Abstract

5‐Hydroxy‐4‐keto [4‐^14^C]valeric acid was prepared from 5‐amino [4‐^14^C]levulinic acid. The synthesis of 5‐hydroxy‐4‐keto [1‐^14^C]valeric acid (4) was achieved by Grignard reaction of 1‐benzyloxy‐4‐bromo‐2‐butanone ethylene acetal (1) with ^14^CO~2~ and subsequent removal of the protecting groups.

4,5‐Dioxo [1‐ or 4‐^14^C]valeric acid was made by oxidation of the α‐ketol group with cupric acetate.