A series of 2-(biphenylmethyl)glutaric acid amide derivatives were synthesized and evaluated for NEP inhibitory activity. The mode of inhibitor-enzyme interactions of the most potent compound 3a, with a thiazolylacetic acid group at the P2' position, was evaluated by a computer analysis.
Synthesis of 2-phosphinoxidomethyl- and 2-phosphonomethyl glutaric acid derivatives
✍ Scribed by Kálmán Harsányi; György Domány; István Greiner; Henrietta Forintos; György Keglevich
- Publisher
- John Wiley and Sons
- Year
- 2005
- Tongue
- English
- Weight
- 72 KB
- Volume
- 16
- Category
- Article
- ISSN
- 1042-7163
- DOI
- 10.1002/hc.20142
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✦ Synopsis
Abstract
Michael addition of the corresponding anions derived from diphenylphosphine oxide, dialkylphosphites, and a cyclic phosphite to α‐methylene‐glutaric esters (1) afforded the title compounds (2–6). Double debenzylation of 2‐phosphono glutaric esters 4b and 5a by catalytic hydrogenation under the appropriate conditions gave the correspon‐ ding diacides 8 and 9, respectively. © 2005 Wiley Periodicals, Inc. Heteroatom Chem 16:562–565, 2005; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20142
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