title: 13C-NMR and mass spectral data of steroids with a 17,17-dialkyl-18-nor-13(14)-ene substructure.
abstract: We present carbon-13 nuclear magnetic resonance (13C-NMR) and mass spectral data for several androstanes and estranes having a 17,17-dialkyl-18-nor-13(14)-ene substructure. These compounds are formed by a Wagner-Meerwein rearrangement of steroids bearing a tertiary 17-hydroxy group during the derivatization reaction with heptafluorobutyric anhydride. The 13C-NMR assignments are compared with those of natural products having a similar substructure. The mass spectra show characteristic fragment ions for which a fragmentation mechanism is proposed.
authors.affiliation: Laboratoria voor Medische Biochemie en voor Klinische Analyse, Ghent, Belgium.
authors.forename: V I
authors.initials: VI
authors.lastname: De Brabandere
authors.forename: L M
authors.initials: LM
authors.lastname: Thienpont
authors.forename: D
authors.initials: D
authors.lastname: Stöckl
authors.forename: A P
authors.initials: AP
authors.lastname: De Leenheer
mesh_terms: D002247:Carbon Isotopes; D008401:Gas Chromatography-Mass Spectrometry; D009682:Magnetic Resonance Spectroscopy; D013256:Steroids / Q000737:chemistry*
chemical_list: D002247:Carbon Isotopes; D013256:Steroids