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Synthesis of the β‐ D ‐glucosyl ester of [ carbonyl ‐ 13 C]‐indole‐3‐acetic acid
Author(s) -
Jakas Andreja,
Magnus Volker,
Horvat Stefica,
Sandberg Göran
Publication year - 1993
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.2580331007
Subject(s) - chemistry , acetic acid , indole test , carbonyl group , indole 3 acetic acid , stereochemistry , organic chemistry , medicinal chemistry , biochemistry , auxin , gene
An efficient, operationally simple synthetic approach to 1‐ O‐([carbonyl ‐ 13 C]‐indole‐3′‐ylacetyl)‐β‐ D ‐glucopyranose is described. The synthesis was carried out by fusing a fully benzylated 1‐ O ‐glucosylpseudourea intermediate with [ carbonyl ‐ 13 C]‐indole‐3‐acetic acid, followed by hydrogenolytic removal of the protective groups.