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Hydrolysis of steroid oximes: Mechanism and products

✍ Scribed by Richard E. Huettemann; Arvin P. Shroff

Publisher
John Wiley and Sons
Year
1974
Tongue
English
Weight
325 KB
Volume
63
Category
Article
ISSN
0022-3549

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✦ Synopsis

The conversion of 17a-acetoxy-6a-methyl-4-pregnen-3,20-dione 3-oxime to the corresponding diketone in acidic media was found to be a first-order reaction at 37". The effects of incorporating ester groupings at the oxime function or a t the C-17 position and modifications in ring B were also investigated. Only the length of the ester chain at the oxime function had a profound effect on the rate constant. From these observations, it is proposed that two competing mechanisms of hydrolysis are involved for the oxime esters.

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