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

Abstract:

:The X-ray crystal structure of 3 beta-benzoyloxy-6 alpha-chloro-5 alpha-cholest-7-ene (IV) was determined by the heavy atom method and refined to R = 0.063 (space group P21, a = 11.364, b = 11.089, c = 12.232, beta = 99.43 degrees, Z = 2). IV was previously shown to be an important intermediate in the acid-catalyzed isomerization of 7-dehydrocholesteryl benzoate. The present work unequivocally establishes 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.

journal_name

Chem Phys Lipids

authors

Wilson DK,Wilson WK,Quiocho FA,Schroepfer GJ Jr

doi

10.1016/0009-3084(88)90051-5

subject

Has Abstract

pub_date

1988-08-01 00:00:00

pages

283-9

issue

4

eissn

0009-3084

issn

1873-2941

pii

0009-3084(88)90051-5

journal_volume

47

pub_type

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