ISSN:
0170-2041
Keywords:
Steroids
;
Pregna-3,5-dien-20-one, oxidation, reduction
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Pregna-3,5-dien-20-one (4) and (20S)- and (20R)-pregna-3,5-dien-20-ol (2 and 3) were synthesized from progesterone. Oxidation of a mixture of 2 and 3 with Jones reagent gave 4, while a large excess of Jones reagent afforded besides 4, 6-oxoprogesterone (5), 6β-hydroxyprogesterone (6) and 5α-pregnane-3,6,20-trione (7). With L-selectride as reducing agent, reduction of 4 led to 2 and 3 in a ratio of about 1:1. However, some reducing agents gave a higher ratio of isomer 3.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199019900139
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