✦ LIBER ✦
An unusual cleavage of ring D in Δ14-17-keto steroid after a reaction with alkaline hydrogen peroxide
✍ Scribed by Meir Bialer
- Publisher
- Elsevier Science
- Year
- 1981
- Tongue
- French
- Weight
- 135 KB
- Volume
- 22
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Three new products of ring D cleavage of 38-acetoxy-5a-androst-14-en-17-one with alkaline B 0 2 2 were isolated and chemically identified. Ring n in 17-keto steroids is susceptible to cleavage by reaction with hydrogen peroxide, peracids or similar reagents. Reaction of 38-acetoxy-5a-androstan-17-one with O-nitrobenzylaldehyde and alkaline H202 caused cleavage of ring D and formatfon of the steroidal dicarboxy lit acid, 38-acetoxy-15, 17-seco-D-nor-5a-androstane-15, 17-dioic acid 192 . Baeyer-Villiger reaction also caused cleavage of ring D 3-7 . Thjs reaction has two steps. In the first step,