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|Title:||Synthetic studies towards steroid-amino acid hybrids|
|Keywords:||Steroid;amino acids;hybrid;Yamaguchi coupling;macrolactonization|
|Abstract:||New prototype of natural steroid amino acid hybrid containing nine membered D-ring in the steroid skeleton has been synthesized from commercially available estrone using standard synthetic organic transformations. NaIO4 cleavage of the D-ring of the benzylated estriol furnishes the D-seco diol 8, which after a series of organic reactions (protection of the hydroxyl group, oxidation, reductive amination, deprotection and the Yamaguchi cross coupling) gives the coveted steroid-amino acid hybrids. The methodology can be extended for combinatorial synthesis of new and interesting steroid amino acid hybrids.|
|ISSN:||0975-0983 (Online); 0376-4699 (Print)|
|Appears in Collections:||IJC-B Vol.48B(07) [July 2009]|
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