Structural determination of two isomers of betamethasone by NMR spectroscopy


Journal Article

Two isomers of betamethasone 9α-fluoro-11β,17α,21-trihydroxy-16β-methylpregna-1,4- diene-3,20-dione (1), were isolated from the mother liquor of a manufacturing process and were characterized by NMR spectroscopy. They were identified as 8α-fluoro-11β,17α,21-trihydroxy-16β-methyl-9β-pregna- 1,4-diene-3,20-dione (2) and 14β-fluoro-11β,17α,21-trihydroxy-16β-methyl-8α, 9β-pregna-1,4-diene-3,20-dione (3). The stereochemistries of 2 and 3 were assigned on the basis of proton-proton and proton-fluorine NOE experiments. The structure of the former was confirmed by x-ray crystallographic analysis.

Full Text

Duke Authors

Cited Authors

  • Chan, TM; Evans, CA; Belsky, KA; Dirnfeld, EA; Tsai, DJS; McPhail, AT

Published Date

  • December 1, 1996

Published In

Volume / Issue

  • 34 / 12

Start / End Page

  • 1025 - 1030

International Standard Serial Number (ISSN)

  • 0749-1581

Digital Object Identifier (DOI)

  • 10.1002/(SICI)1097-458X(199612)34:12<1025::AID-OMR14>3.0.CO;2-V

Citation Source

  • Scopus