Stereoselective Synthesis of New Conformationally Restricted Analogues of a Potent CGRP Receptor Antagonist
A stereocontrolled racemic synthesis of conformationally restricted analogues 2a and 2b of a potent CGRP receptor antagonist 1 by novel functionalization of 2-substituted octahydropyrido[1,2-a]pyrazin-6-ones is described. The new diastereoselective LDA-promoted α-nitration of intermediate lactams es...
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| Veröffentlicht in: | Organic letters 2005-06, Vol.7 (12), p.2465-2468 |
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| container_end_page | 2468 |
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| container_issue | 12 |
| container_start_page | 2465 |
| container_title | Organic letters |
| container_volume | 7 |
| creator | Zuev, Dmitry Michne, Jodi A Huang, Hong Beno, Brett R Wu, Dedong Gao, Qi Torrente, John R Xu, Cen Conway, Charles M Macor, John E Dubowchik, Gene M |
| description | A stereocontrolled racemic synthesis of conformationally restricted analogues 2a and 2b of a potent CGRP receptor antagonist 1 by novel functionalization of 2-substituted octahydropyrido[1,2-a]pyrazin-6-ones is described. The new diastereoselective LDA-promoted α-nitration of intermediate lactams established the required trans-configuration in the desired products. |
| doi_str_mv | 10.1021/ol0510062 |
| format | Article |
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| fulltext | fulltext |
| identifier | ISSN: 1523-7060 |
| ispartof | Organic letters, 2005-06, Vol.7 (12), p.2465-2468 |
| issn | 1523-7060 1523-7052 |
| language | eng |
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| source | American Chemical Society; MEDLINE |
| subjects | Benzimidazoles - chemical synthesis Benzimidazoles - chemistry Crystallography, X-Ray Lactams - chemistry Molecular Conformation Molecular Structure Piperazines - chemical synthesis Piperazines - chemistry Piperidines - chemical synthesis Piperidines - chemistry Pyrazines - chemistry Receptors, Calcitonin Gene-Related Peptide - antagonists & inhibitors Stereoisomerism |
| title | Stereoselective Synthesis of New Conformationally Restricted Analogues of a Potent CGRP Receptor Antagonist |
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