Stereoselective synthesis of (2S,7S)-7-(4-phenoxymethyl)2-(1-N-hydroxyureidyl-3-butyn-4-yl)oxepane: a potential anti-asthmatic drug candidate
| Title | Stereoselective synthesis of (2S,7S)-7-(4-phenoxymethyl)2-(1-N-hydroxyureidyl-3-butyn-4-yl)oxepane: a potential anti-asthmatic drug candidate |
| Publication Type | Journal Article |
| Year of Publication | 2005 |
| Authors | Gurjar, MK, Rao, BV, Krishna, LM, Chorghade, MS, Ley, SV |
| Journal | Tetrahedron-Asymmetry |
| Volume | 16 |
| Issue | 5 |
| Pagination | 935-939 |
| Date Published | MAR |
| Type of Article | Article |
| ISSN | 0957-4166 |
| Abstract | 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 traps-isomer. (C) 2005 Elsevier Ltd. All rights reserved. |
| DOI | 10.1016/j.tetasy.2005.01.024 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 2.108 |
Divison category:
Physical and Materials Chemistry