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Synthesis of [7,7‐ 2 H 2 ]epibrassinolide
Author(s) -
Khripach Vladimir A.,
Khripach Natalya B.,
Zhabinskii Vladimir N.,
Zhiburtovich Yuliya Y.,
Schneider Bernd,
de Groot Aede
Publication year - 2007
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.1408
Subject(s) - chemistry , regioselectivity , deuterium , tritium , stereochemistry , organic chemistry , catalysis , nuclear physics , physics
Synthesis of labelled epibrassinolide containing two deuterium atoms in a position which is not subjected to isotopic exchange is reported. Key transformations include preparation of 6,7‐seco steroidal diacid, its cyclization to a cyclic anhydride followed by a regioselective reduction with NaBD 4 . The obtained [7,7‐ 2 H 2 ]epibrassinolide can be used in biochemical experiments when the loss of isotopic label should be avoided. Copyright © 2007 John Wiley & Sons, Ltd.