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Crystal structure of 3β-benzoyloxy-6α-chloro-5α-cholest-7-ene, a key intermediate in the chemical synthesis of 5α-cholest-8(14)-en-3β-ol-15-one

✍ Scribed by David K. Wilson; William K. Wilson; Florante A. Quiocho; George J. Schroepfer Jr.

Publisher
Elsevier Science
Year
1988
Tongue
English
Weight
441 KB
Volume
47
Category
Article
ISSN
0009-3084

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✦ Synopsis

The X-ray crystal structure of 3~-benzoyloxy-6a-chloro-5a-cholest-7-ene (IV) was determined by the heavy atom method and ref'med to R ---0.063 (space group P2s, a --11.364, b = 11.089, c --12.232,/~ = 99.43 °, Z ---2). IV was previously shown to be an important intermediate in the acid-catalyzed isomerization of 7-dehydrocholesteryl benzoate. The present work unequivocally estabfishes the location of the double bond and the configuration of the chlorine of IV, information which is essential to the correct formulation of the mechanism of this reaction.

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