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Synthesis of 14 C‐labelled 5‐hydroxy‐4‐keto‐valeric acid and 4, 5‐dioxo‐valeric acid
Author(s) -
Tschesche Rudolf,
Wirth Wolfgang
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.2580180318
Subject(s) - valeric acid , chemistry , acetal , levulinic acid , ethylene , organic chemistry , medicinal chemistry , acetic acid , catalysis
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.