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  • Title: Synthesis of [26,27-2H6]brassinosteroids from 23,24-bisnorcholenic acid methyl ester.
    Author: Antonchick AP, Schneider B, Zhabinskii VN, Khripach VA.
    Journal: Steroids; 2004 Sep; 69(10):617-28. PubMed ID: 15465106.
    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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