Steroids 1993-02-01

An efficient synthesis of 4 beta- and 6 alpha-hydroxylated bile acids.

T Yoshimura, R Mahara, T Kurosawa, S Ikegawa, M Tohma

文献索引:Steroids 58(2) , 52-8, (1993)

全文:HTML全文

摘要

An efficient method for the preparation of 4 beta- and 6 alpha-hydroxylated bile acids has been developed. It involved a highly stereoselective acetoxylation at the 4 beta and 6 alpha positions of 3- and 7-oxo bile acids, respectively, with lead tetraacetate in the presence of boron trifluoride etherate in acetic acid. Reduction of the resulting alpha-acetoxy ketones with sodium borohydride or tert-butylamine borane complex, and alkaline hydrolysis, provided the desired bile acids in good yields.


相关化合物

  • 四乙酸铅
  • 5β-胆烷酸

相关文献:

Chlorodecarboxylation of 17 beta-acetoxy-3-methoxy-9-oxo-9, 11-secoestra-1, 3, 5 (10)-trien-11-oic acid with lead tetraacetate and trityl chloride.

1982-05-01

[Steroids 39(5) , 537-45, (1982)]

Formation of an unusual dimeric compound by lead tetraacetate oxidation of a corynanthe-type indole alkaloid, mitragynine.

2002-07-01

[Chem. Pharm. Bull. 50(7) , 960-3, (2002)]

Synthesis of c-2, 3, 17 and 19-oxygenated androgens.

1988-03-01

[J. Steroid Biochem. 29(3) , 353-9, (1988)]

A practical preparation of the key intermediate for penems and carbapenems synthesis.

2013-03-01

[J. Antibiot. 66(3) , 161-3, (2013)]

First chemical synthesis of antioxidative metabolites of sesamin.

2008-11-01

[Chem. Pharm. Bull. 56(11) , 1611-2, (2008)]

更多文献...