Carbon‐13 NMR spectra of hydroxylated bile acid stereoisomers
- 1 May 1983
- journal article
- research article
- Published by Wiley in Magnetic Resonance in Chemistry
- Vol. 21 (5) , 305-309
- https://doi.org/10.1002/omr.1270210504
Abstract
Carbon‐13 NMR signals were assigned for the complete set of the 26 theoretically possible isomers of methyl 5β‐cholanates having one to three hydroxy groups at positions C‐3, C‐7 and/or C‐12 in the nucleus. Substituent effects on the 13C NMR shielding data serving to characterize the position and configuration of the hydroxy groups are discussed.Keywords
This publication has 14 references indexed in Scilit:
- Potential bile acid metabolites. 6. Stereoisomeric 3,7-dihydroxy-5.beta.-cholanic acidsThe Journal of Organic Chemistry, 1982
- Potential bile acid metabolites. 2. 3,7,12-Trisubstituted 5.beta.-cholanic acidsThe Journal of Organic Chemistry, 1979
- Carbon-13 nuclear magnetic resonance studies of allylic hydroxysterols. Assignment of structure of 5.alpha.-cholest-8(14)-ene-3.beta.,7.alpha.,15.alpha.-triol, an inhibitor of sterol synthesisThe Journal of Organic Chemistry, 1979
- Additivity relations in carbon-13 nuclear magnetic resonance spectra of dihydroxy steroidsThe Journal of Organic Chemistry, 1977
- The stereochemistry of sterols at C-20 and its biosynthetic implicationsJournal of the American Chemical Society, 1977
- (Z)-17(20)-Dehydrocholesterol. A new sterol with C-21 and C-22 spatially fixedThe Journal of Organic Chemistry, 1976
- Carbon-13 nuclear magnetic resonance spectra of hydroxy steroidsThe Journal of Organic Chemistry, 1976
- 13C Nuclear Magnetic Resonance Studies. 38. Examination of the Long-range Shielding Effects of the Hydroxyl Group in Alicyclic SystemsCanadian Journal of Chemistry, 1974
- Nuclear magnetic resonance spectroscopy. Carbon-13 spectra of cholic acids and hydrocarbons included in sodium desoxycholate solutionsJournal of the American Chemical Society, 1973
- Stereochemical assignments in steroids by 13C nuclear magnetic resonance spectroscopy: configuration of the A/B ring junctionJournal of the Chemical Society, Chemical Communications, 1972