A practical synthesis of ( S ) 3- tert -Butoxycarbonylamino-2-oxo-2,3,4,5-tetrahydro-1,5-benzodiazepine-1-acetic acid methyl ester as a conformationally restricted dipeptido-Mimetic for caspase-1 (ICE) inhibitors
| Autor: | Lauffer David J, Mullican Michael D |
|---|---|
| Rok vydání: | 2002 |
| Předmět: |
Dipeptide
Bicyclic molecule biology Stereochemistry Molecular Mimicry Organic Chemistry Clinical Biochemistry Molecular Conformation Enantioselective synthesis Pharmaceutical Science Regioselectivity Cysteine Proteinase Inhibitors Caspase Inhibitors Biochemistry Chemical synthesis Benzodiazepines Acetic acid chemistry.chemical_compound chemistry Enzyme inhibitor Drug Discovery biology.protein Lactam Molecular Medicine Molecular Biology |
| Zdroj: | Bioorganic & Medicinal Chemistry Letters. 12:1225-1227 |
| ISSN: | 0960-894X |
| DOI: | 10.1016/s0960-894x(02)00107-5 |
| Popis: | A simple and versatile method for the synthesis of (S) 3-tert-butoxycarbonylamino-2-oxo-2,3,4,5-tetrahydro-1,5-benzodiazepine-1-acetic acid methyl ester (4), a dipeptide mimetic, has been developed. The regioselective functionalization of the N1 and N5 ring nitrogens and the C3 amino group is demonstrated in the synthesis of an interleukin-1beta converting enzyme inhibitor 13. |
| Databáze: | OpenAIRE |
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