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1H NMR structural analysis of isomeric tetrazole-substituted spirostan steroids: Shielding effects and conformational study

✍ Scribed by Christopher J. L. Silwood; David B. Davies


Publisher
John Wiley and Sons
Year
1991
Tongue
English
Weight
661 KB
Volume
29
Category
Article
ISSN
0749-1581

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✦ Synopsis


The structures of two pairs of tetrazole-substituted spirostan steroids were characterized by the use of one-and twadimensional 'H NMR measurements. The conformation of the seven-membered spirostan ring A of the steroid was determined by analysis of proton spin coupling Constants and confirmed by 1D and 2D NOE experiments showing interactions between the methyl group and ring protons. The conformation of the tetrazole-substituted ring A was found to he the same for the four isomers, allowing them to be differentiated by the analysis of the effect of tetrazole-ring isornerization on the chemical shifts of neighbouring protons.

KEY WORDS Spirostan steroids Tetrazole-substituted 'H NMR Structural and conformational analysis


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