55675-00-8

Usage

InChI:InChI=1/C19H22O3/c1-10-7-12(20)8-11-3-4-13-14-5-6-16(22)19(14,2)9-15(21)18(13)17(10)11/h7-8,13-14,18,20H,3-6,9H2,1-2H3/t13-,14-,18+,19-/m0/s1

Upstream product

• 897-06-3 Androsta-1,4-diene-3,17-dione 
• 7738-93-4 androsta-1,4-diene-3,11,17-trione 
• 21490-76-6 3-Hydroxy-1-methyl-Δ^1,3,5(10)-oestratrien-11,17-dion-acetat 

Relevant academic research and scientific papers

Studies of the slowing of the dienone-phenol rearrangement of a steroidal 1,4-dien-3-one by the introduction of an 11-keto group.

It has been shown previously that steroidal 11-keto-1,4-dien-3-ones undergo dienone-phenol rearrangement significantly more slowly than their 11-deoxy-, or 11 beta-hydroxy- and 11-acetoxy analogs. We have tested the explanations suggested for this, and are able to reject most of them. There remains the probability that the 11-keto group reduces the migrating ability of the adjacent atom, C-9, which frequently migrates in steroidal rearrangements.