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A convenient synthesis of [3‐ 3 H]squalene and [3‐ 3 H]‐2,3‐oxidosqualene
Author(s) -
Ceruti Maurizio,
Grosa Giorgio,
Rocco Flavio,
Dosio Franco,
Cattel Luigi
Publication year - 1994
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.2580340613
Subject(s) - chemistry , ylide , squalene , yield (engineering) , wittig reaction , aldehyde , stereochemistry , sulfur , organic chemistry , materials science , metallurgy , catalysis
[3‐ 3 H]Squalene and [3‐ 3 H]‐2,3‐oxidosqualene, key compounds for studying the biosynthesis of sterols, were synthesized. The main step was a modified Wittig reaction of [1‐ 3 H]trisnorsqualene aldehyde with a phosphorus ylide to give [3‐ 3 H]squalene or with a sulfur ylide to give [3‐ 3 H]‐2,3‐oxidosqualene. These compounds were obtained in high radiochemical yield and high purity under simple conditions.