13C-NMR and mass spectral data of steroids with a 17,17-dialkyl-18-nor-13(14)-ene substructure

13C-NMR and mass spectral data of steroids with a 17,17-dialkyl-18-nor-13(14)-ene substructure

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 deriva...

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Main Authors: V I De Brabandere, L M Thienpont, D Stöckl, A P De Leenheer
Format: Article
Language:English
Published: Elsevier 1997-04-01
Series:Journal of Lipid Research
Online Access:http://www.sciencedirect.com/science/article/pii/S0022227520372448
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spelling doaj-82dda661d33e4c838128565a1855a0a52021-04-26T05:48:04ZengElsevierJournal of Lipid Research0022-22751997-04-0138478078913C-NMR and mass spectral data of steroids with a 17,17-dialkyl-18-nor-13(14)-ene substructureV I De Brabandere0L M Thienpont1D Stöckl2A P De Leenheer3Laboratoria voor Medische Biochemie en voor Klinische Analyse, Ghent, Belgium.Laboratoria voor Medische Biochemie en voor Klinische Analyse, Ghent, Belgium.Laboratoria voor Medische Biochemie en voor Klinische Analyse, Ghent, Belgium.Laboratoria voor Medische Biochemie en voor Klinische Analyse, Ghent, Belgium.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.http://www.sciencedirect.com/science/article/pii/S0022227520372448
collection DOAJ
language English
format Article
sources DOAJ
author V I De Brabandere
L M Thienpont
D Stöckl
A P De Leenheer
spellingShingle V I De Brabandere
L M Thienpont
D Stöckl
A P De Leenheer
13C-NMR and mass spectral data of steroids with a 17,17-dialkyl-18-nor-13(14)-ene substructure
Journal of Lipid Research
author_facet V I De Brabandere
L M Thienpont
D Stöckl
A P De Leenheer
author_sort V I De Brabandere
title 13C-NMR and mass spectral data of steroids with a 17,17-dialkyl-18-nor-13(14)-ene substructure
title_short 13C-NMR and mass spectral data of steroids with a 17,17-dialkyl-18-nor-13(14)-ene substructure
title_full 13C-NMR and mass spectral data of steroids with a 17,17-dialkyl-18-nor-13(14)-ene substructure
title_fullStr 13C-NMR and mass spectral data of steroids with a 17,17-dialkyl-18-nor-13(14)-ene substructure
title_full_unstemmed 13C-NMR and mass spectral data of steroids with a 17,17-dialkyl-18-nor-13(14)-ene substructure
title_sort 13c-nmr and mass spectral data of steroids with a 17,17-dialkyl-18-nor-13(14)-ene substructure
publisher Elsevier
series Journal of Lipid Research
issn 0022-2275
publishDate 1997-04-01
description 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.
url http://www.sciencedirect.com/science/article/pii/S0022227520372448
work_keys_str_mv AT videbrabandere 13cnmrandmassspectraldataofsteroidswitha1717dialkyl18nor1314enesubstructure
AT lmthienpont 13cnmrandmassspectraldataofsteroidswitha1717dialkyl18nor1314enesubstructure
AT dstockl 13cnmrandmassspectraldataofsteroidswitha1717dialkyl18nor1314enesubstructure
AT apdeleenheer 13cnmrandmassspectraldataofsteroidswitha1717dialkyl18nor1314enesubstructure
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