Document Detail

A diastereoselective synthesis of 7α-nitromethyl steroid derivative and its use for an efficient synthesis of eplerenone.
MedLine Citation:
PMID:  22588088     Owner:  NLM     Status:  MEDLINE    
A novel and efficient method of stereoselectively introducing α-nitromethyl group to C-7 position of 11α-hydroxyl canrenone 4 was described. In addition, this method was successfully applied in a total synthesis of Eplerenone 8. The route was characteristic of simple operation, moderate reaction conditions with 5 steps and 55% total yield, at the same time, without any expensive or toxic reagent in use.
Bin Zhang; Hongli Chen; Huanyu Tang; Huijin Feng; Yuanchao Li
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2012-05-12
Journal Detail:
Title:  Steroids     Volume:  77     ISSN:  1878-5867     ISO Abbreviation:  Steroids     Publication Date:  2012 Sep 
Date Detail:
Created Date:  2012-08-28     Completed Date:  2013-02-28     Revised Date:  2013-11-25    
Medline Journal Info:
Nlm Unique ID:  0404536     Medline TA:  Steroids     Country:  United States    
Other Details:
Languages:  eng     Pagination:  1086-91     Citation Subset:  IM    
Copyright Information:
Copyright © 2012 Elsevier Inc. All rights reserved.
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MeSH Terms
Canrenone / chemistry*
Crystallography, X-Ray
Mineralocorticoid Receptor Antagonists / chemical synthesis*
Molecular Structure
Spironolactone / analogs & derivatives*,  chemical synthesis
Reg. No./Substance:
0/Mineralocorticoid Receptor Antagonists; 27O7W4T232/Spironolactone; 6995V82D0B/eplerenone; 78O20X9J0U/Canrenone

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine

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