Literature DB >> 15465106

Synthesis of [26,27-2H6]brassinosteroids from 23,24-bisnorcholenic acid methyl ester.

Andrey P Antonchick1, Bernd Schneider, Vladimir N Zhabinskii, Vladimir A Khripach.   

Abstract

A number of hexadeuterated brassinosteroids (BS) containing a hydroxy group at C-22 or a 22R,23R-diol function were prepared starting from 23,24-bisnorcholenic acid methyl ester for biosynthetic studies. Synthesis of the cyclic part was accomplished via the initial hydroboration-oxidation of Delta(5)-double bond. The key step in the synthesis of the side chain involved addition of (2S)-[3,4-(2)H(6)]2,3-dimethylbutylphenyl sulfone to the corresponding C-22 aldehydes.

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Year:  2004        PMID: 15465106     DOI: 10.1016/j.steroids.2004.05.014

Source DB:  PubMed          Journal:  Steroids        ISSN: 0039-128X            Impact factor:   2.668


  1 in total

1.  Trideuteromethylation Enabled by a Sulfoxonium Metathesis Reaction.

Authors:  Zuyuan Shen; Shilei Zhang; Huihui Geng; Jiarui Wang; Xinyu Zhang; Anqi Zhou; Cheng Yao; Xiaobei Chen; Wei Wang
Journal:  Org Lett       Date:  2019-01-07       Impact factor: 6.005

  1 in total

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