Formation of a bis-lactone from 3-O-acetyl-deoxycholic acid

Dus ̌an Miljkovic ́, Ksenija Kuhajda, Slobodanka Stankovic ́, G. Argay, Alajos Ka ́lma ́n

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

By the action of dichloroethyl phosphate upon 3α-acetoxy-12α-hydroxy-5β-cholanic acid (1) in methylene chloride, unexpectedly, a bis-lactone2 was formed. Sodium methoxide catalyzed deacetylation of2 afforded 16-membered deoxycholic acid 24, 12'α: 24′, 12α-bis-lactone (3) whose structure was determined by an x-ray structural analysis.

Original languageEnglish
Pages (from-to)5737-5740
Number of pages4
JournalTetrahedron Letters
Volume28
Issue number46
DOIs
Publication statusPublished - 1987

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Deoxycholic Acid
Methylene Chloride
Lactones
Structural analysis
Methanol
Phosphates
X-Rays
X rays
cholanic acid

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Miljkovic ́, D. ., Kuhajda, K., Stankovic ́, S., Argay, G., & Ka ́lma ́n, A. (1987). Formation of a bis-lactone from 3-O-acetyl-deoxycholic acid. Tetrahedron Letters, 28(46), 5737-5740. https://doi.org/10.1016/S0040-4039(00)96828-X

Formation of a bis-lactone from 3-O-acetyl-deoxycholic acid. / Miljkovic ́, Dus ̌an; Kuhajda, Ksenija; Stankovic ́, Slobodanka; Argay, G.; Ka ́lma ́n, Alajos.

In: Tetrahedron Letters, Vol. 28, No. 46, 1987, p. 5737-5740.

Research output: Contribution to journalArticle

Miljkovic ́, D, Kuhajda, K, Stankovic ́, S, Argay, G & Ka ́lma ́n, A 1987, 'Formation of a bis-lactone from 3-O-acetyl-deoxycholic acid', Tetrahedron Letters, vol. 28, no. 46, pp. 5737-5740. https://doi.org/10.1016/S0040-4039(00)96828-X
Miljkovic ́, Dus ̌an ; Kuhajda, Ksenija ; Stankovic ́, Slobodanka ; Argay, G. ; Ka ́lma ́n, Alajos. / Formation of a bis-lactone from 3-O-acetyl-deoxycholic acid. In: Tetrahedron Letters. 1987 ; Vol. 28, No. 46. pp. 5737-5740.
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