Structure and synthesis of 14α-ethyl-5α-cholest-7-ene-3β,15α-diol di-p-bromobenzoate
✍ Scribed by Monger, D. J. ;Parish, E. J. ;Schroepfer Jnr, G. J. ;Quiocho, F. A.
- Book ID
- 114526987
- Publisher
- International Union of Crystallography
- Year
- 1980
- Weight
- 768 KB
- Volume
- 36
- Category
- Article
- ISSN
- 0567-7408
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The chemical synthesis of 3beta-bromobenzoyloxy-14alpha, 15alpha-epoxy-5alpha-cholest-7-ene is described. Single crystal structral analysis was employed to unambiguously determine the location and absolute configuration of the epoxide moiety in the 3beta-p-bromobenzoyloxy-14alpha, 15alpha-epoxy-5alp
Treatment of 3~-benzoyloxy-14c¢,l 5~-epoxy-5a-cholest-7-ene (I) with gaseous HCI in chloroform at 40°C gave, in 87% yield, 3#-benzoyloxy-7a,1513-dichloro-5a-cholest-8(14)-ene (111). Reduction of the latter compound with lithium aluminum hydride in ether at room temperature for 20 min gave, in 86% yi
The chemical synthesis of 3 beta-p-bromobenzoyloxy-15 beta-methyl-5 alpha,14 beta-cholest-7-en-15 alpha-ol from 15 beta-methyl-5 alpha, 14 beta-cholest-7-ene-3 beta,15 alpha-diol is described. The structure of the former compound was unambiguously determined by X-ray crystallographic analysis. The s