Literature DB >> 10699593

A convenient synthesis of 5beta-cholestan-26-oic and 5beta-cholestan-26,27-dioic acids.

I Starchenkov1, P Trapencieris, V Kauss, G Jas, I Kalvinsh.   

Abstract

A new method for the preparation of 5beta-cholestan-26-oic acids 7 and their analogs is described. The key steps in the synthesis are: iodination of bis- and tris-formyloxy-5beta-cholan-24-ols 3; nucleophilic substitution of iodides 4 with diethyl sodiomalonate; complete alkaline hydrolysis of esters 5; and subsequent decarboxylation of geminal diacids 6 in DMSO.

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Year:  2000        PMID： 10699593     DOI： 10.1016/s0039-128x(99)00099-9

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


  3 in total

1.  Synthesis and olfactory activity of unnatural, sulfated 5β-bile acid derivatives in the sea lamprey (Petromyzon marinus).

Authors:  Aaron C Burns; Peter W Sorensen; Thomas R Hoye
Journal:  Steroids       Date:  2010-12-08       Impact factor: 2.668

Review 2.  Chemical and metabolic transformations of selected bile acids.

Authors:  K Kuhajda; S Kevresan; J Kandrac; J P Fawcett; M Mikov
Journal:  Eur J Drug Metab Pharmacokinet       Date:  2006 Jul-Sep       Impact factor: 2.441

3.  Major biliary bile acids of the medaka (Oryzias latipes): 25R- and 25S-epimers of 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoic acid.

Authors:  Lee R Hagey; Takashi Lida; Hideyuki Tamegai; Shoujiro Ogawa; Mizuho Une; Kiyoshi Asahina; Kumiko Mushiake; Takaaki Goto; Nariyasu Mano; Junichi Goto; Matthew D Krasowski; Alan F Hofmann
Journal:  Zoolog Sci       Date:  2010-07       Impact factor: 0.931
  3 in total

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