Asymmetric dihydroxylation route to a dipeptide isostere of a protease inhibitor: enantioselective synthesis of the core unit of ritonavir
- 1 January 1999
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Chemical Communications
- Vol. 1999 (11), 1025-1026
- https://doi.org/10.1039/a902518i
Abstract
An enantioselective synthesis of the dipeptide isostere of ritonavir has been accomplished utilizing Sharpless asymmetric hydroxylation as the key step.Keywords
This publication has 11 references indexed in Scilit:
- Transition-State Mimetics for HIV Protease Inhibitors: Stereocontrolled Synthesis of Hydroxyethylene and Hydroxyethylamine Isosteres by Ester-Derived Titanium Enolate Syn and Anti-Aldol ReactionsThe Journal of Organic Chemistry, 1998
- A 24-week open-label Phase I/II evaluation of the HIV protease inhibitor MK-639 (indinavir)AIDS, 1996
- Total Synthesis of (+)-SinefunginThe Journal of Organic Chemistry, 1996
- HIV Protease as an Inhibitor Target for the Treatment of AIDSAdvances in pharmacology, 1994
- Potent HIV-1 protease inhibitors: stereoselective synthesis of a dipeptide mimicThe Journal of Organic Chemistry, 1993
- Stereocontrolled synthesis of HIV-1 protease inhibitors with C2-axis of symmetryTetrahedron Letters, 1991
- Effect of hydroxyl group configuration in hydroxyethylamine dipeptide isosteres on HIV protease inhibition. Evidence for multiple binding modesJournal of Medicinal Chemistry, 1991
- Structure-based, C2 symmetric inhibitors of HIV proteaseJournal of Medicinal Chemistry, 1990
- Rational Design of Peptide-Based HIV Proteinase InhibitorsScience, 1990
- Diphenylphosphoryl azide. New convenient reagent for a modified Curtius reaction and for peptide synthesisJournal of the American Chemical Society, 1972