Iodine-promoted cleavage of the C-17-dihydroxyacetone side chain of corticosteroids in aqueous ammonia water-Reference-Cited by-同舟云学术

Iodine-promoted cleavage of the C-17-dihydroxyacetone side chain of corticosteroids in aqueous ammonia water

Published:2009-01 Issue:1 Volume:2009 Page:22-23
ISSN:1747-5198
Container-title:Journal of Chemical Research
language:en
Short-container-title:Journal of Chemical Research

Author:

Sun Liang¹,Geng Xin¹,Liu Lanhai¹,Jiang Chenggang¹,Wang Cunde¹

Affiliation:

1. School of Chemistry and Chemical Engineering, Yangzhou University, Yangzhou 225002, P. R. China

Abstract

A convenient approach to 17-ketosteroids by the iodine-promoted cleavage of the C-17-dihydroxy acetone side chain of corticosteroids is described. Treatment of steroids containing the C-17-dihydroxyacetone side chain with iodine and an excess of aqueous ammonia in acetonitrile at 50°C, affords high yields of the corresponding 17-ketosteroids.

Publisher

SAGE Publications

Subject

General Chemistry

Link

http://journals.sagepub.com/doi/pdf/10.3184/030823409X393664

Reference17 articles.

1. Hormonal induction of all stages of spermatogenesis in vitro in the male Japanese eel (Anguilla japonica).

2. Neurosteroids: a new function in the brain

3. A facile approach to steroidal 20-hydroxy-17(20)-en-21-aldehydes: important intermediates in the biological 17-dehydroxylation of C-17 dihydroxyacetone steroids

4. 11β,20-Dihydroxy-3-Oxopregna-4,17(20)-Dien-21-Al: An Intermediate in the Biological 17-Dehydroxylation of Cortisol*

Cited by 8 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Electrochemically Enabled One‐Pot Multistep Synthesis of C19 Androgen Steroids;Chemistry – A European Journal;2021-03-04

2. Unascertained Measure-Set Pair Analysis Model of Collapse Risk Evaluation in Mountain Tunnels and Its Engineering Application;KSCE Journal of Civil Engineering;2020-11-27

3. Iodine-promoted synthesis of acylindolizine derivatives from acetylenecarboxylates and pyridinium, isoquinolinium, or quinolinium ylides;Monatshefte für Chemie - Chemical Monthly;2013-12-10

4. Bismuth(III) Reagents in Steroid and Terpene Chemistry;Molecules;2011-04-04

5. Iodine-catalyzed transformation of molecules containing oxygen functional groups;Tetrahedron;2011-02