Synthesis of [7,7‐ 2 H 2 ]epibrassinolide | Zendy

Khripach Vladimir A. | Zendy; Khripach Natalya B. | Zendy; Zhabinskii Vladimir N. | Zendy; Zhiburtovich Yuliya Y. | Zendy; Schneider Bernd | Zendy; de Groot Aede | Zendy

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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.

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