Synthesis of [26- 2H 3]brassinosteroids

Synthesis of [26- 2H 3]brassinosteroids

A number of [26- 2H 3]brassinosteroids were prepared for biochemical studies. The parent, nondeuterated compounds were considered to be biosynthetic intermediates in brassinosteroid biosynthesis. Claisen rearrangement was used to construct the steroidal side chain. Deuterium was introduced by reduci...

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Veröffentlicht in:Steroids 2002-06, Vol.67 (7), p.587-595
Hauptverfasser: Khripach, Vladimir A, Zhabinskii, Vladimir N, Konstantinova, Olga V, Antonchick, Andrey P, Schneider, Bernd
Format: Artikel
Sprache:eng
Schlagworte:
Alicyclic compounds, terpenoids, prostaglandins, steroids
Brassinolide
Brassinosteroids
Chemistry
Cholestanols - chemical synthesis
Claisen rearrangement
Exact sciences and technology
Hydroxylation
Labeled compounds
Molecular Structure
Organic chemistry
Plant growth hormone
Plant Growth Regulators - chemical synthesis
Preparations and properties
Steroids
Steroids, Heterocyclic - chemical synthesis
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Zusammenfassung:A number of [26- 2H 3]brassinosteroids were prepared for biochemical studies. The parent, nondeuterated compounds were considered to be biosynthetic intermediates in brassinosteroid biosynthesis. Claisen rearrangement was used to construct the steroidal side chain. Deuterium was introduced by reducing the corresponding intermediates with lithium aluminium deuteride.
ISSN:0039-128X
1878-5867
DOI:10.1016/S0039-128X(02)00004-1