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Synthesis of tritium labelled 24‐epibrassinolide
Author(s) -
Kolbe A.,
Marquardt V.,
Adam G.
Publication year - 1992
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.2580311010
Subject(s) - chemistry , tritium , acetylation , deuterium , tris , radiochemistry , base (topology) , acetyl coa , catalysis , organic chemistry , medicinal chemistry , enzyme , biochemistry , mathematical analysis , physics , mathematics , quantum mechanics , nuclear physics , gene
Deuterium and tritium 5,7,7‐tris‐labelled 24‐epibrassinolide were prepared by base catalyzed exchange reaction using 24‐epicastasterone tetraacetate 1 or bis‐isopropylidenedioxy‐24‐epicastasterone 8 and labelled water. Baeyer‐Villiger oxidation of the obtained labelled 6‐ketones 2 and 3 with CF 3 CO 3 H gave after alkaline deacetylation of the resulting 4 and 5 the desired tris‐labelled 24‐epibrassinolides 6 and 7 , respectively, or starting from 9 under simultaneous oxidation and deprotection in one step the same final products.