Stereoselective synthesis of (2S,7S)-7-(4-phenoxymethyl)-2-(1-N-hydroxyureidyl-3-butyn-4-yl)oxepane: a potential anti-asthmatic drug candidate

Derived substrates has been reported. We have achieved a short, efficient stereoselective synthesis of 7-membered oxepane derivatives with potential against asthma. Highlights of our synthetic strategy are regioselective oxidation of a hydroxyl group and efficient ring closure of an open chain aldeh...

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Bibliographic Details
Published in:Tetrahedron: asymmetry 2005-03, Vol.16 (5), p.935-939
Main Authors: Gurjar, Mukund K., Rao, B. Venkateswara, Krishna, L. Murali, Chorghade, Mukund S., Ley, Steven V.
Format: Article
Language:English
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Summary:Derived substrates has been reported. We have achieved a short, efficient stereoselective synthesis of 7-membered oxepane derivatives with potential against asthma. Highlights of our synthetic strategy are regioselective oxidation of a hydroxyl group and efficient ring closure of an open chain aldehyde to a 2-benzenesulfonyl oxepane derivative with PhSO2H. Surprisingly the cis-isomer showed better activity than the trans-isomer.
ISSN:0957-4166
1362-511X
DOI:10.1016/j.tetasy.2005.01.024