- Friday, February 18, 1983
- Assignment of the High-Field Resonances of a Gorgosterol Derivative through the Use of Autocorrelated Two-Dimensional 1H NMR Spectroscopy
- Published at:Not Found
Since the initial report describing the novel cyclopropane-containing side chain of gorgosterol,' several additional steroids containing this interesting side chain have been reported.2,3 The 1H NMR spectra of all of these compounds exhibited signals for four high-field protons, although only three such protons would be expected in the trisubstituted cyclopropane moiety. In the specific case of gorgosterol, the protons at b -0.13 and 0.44 were assigned as the cyclopropane methylene (H30) protons. One of the proton signals contained in the unresolved two-proton multiplet observed at S 0.06-0.37 was further assigned as the remaining cyclopropane resonance (H22) on the basis of homonuclear decoupling experiments. The identity of the remaining proton signal contained in this multiplet has, however, never been accounted for, although it was suggested that that signal must be due to an unusually shielded proton not directly attached to the cyclopropane ring. We have performed an NMR study of a secogorgosterol derivative, 5a,6cr-epoxy-3,11-dihydroxy-9,11-seco5a-gorgostan-9-one 3,11-diacetate (1), which also exhibits.............................."see attached file"