252873-01-1Relevant articles and documents
The Chiron Approach to (3 R,3 aS,6 aR)-Hexahydrofuro[2,3- b]furan-3-ol, a Key Subunit of HIV-1 Protease Inhibitor Drug, Darunavir
Ghosh, Arun K.,Markad, Shivaji B.,Robinson, William L.
, p. 1216 - 1222 (2020/12/22)
We describe an enantioselective synthesis of (3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol which is a key subunit of darunavir, a widely used HIV-1 protease inhibitor drug for the treatment of HIV/AIDS patients. The synthesis was achieved in optically pure form utilizing commercially available sugar derivatives as the starting material. The key steps involve a highly stereoselective substrate-controlled hydrogenation, a Lewis acid catalyzed anomeric reduction of a 1,2-O-isopropylidene-protected glycofuranoside, and a Baeyer-Villiger oxidation of a tetrahydrofuranyl-2-aldehyde derivative. This optically active ligand alcohol was converted to darunavir efficiently.
CRYSTALLINE DARUNAVIR
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Page/Page column 10, (2013/08/15)
The present invention relates to a non-solvated crystalline Darunavir, process for its preparation and pharmaceutical composition comprising it. The present invention also relates to a process for the preparation of amorphous Darunavir from a non-solvated crystalline Darunavir.
Substrate envelope-designed potent HIV-1 protease inhibitors to avoid drug resistance
Nalam, Madhavi N.L.,Ali, Akbar,Reddy, G.S. Kiran Kumar,Cao, Hong,Anjum, Saima G.,Altman, Michael D.,Yilmaz, Nese Kurt,Tidor, Bruce,Rana, Tariq M.,Schiffer, Celia A.
, p. 1116 - 1124 (2013/10/01)
Summary The rapid evolution of HIV under selective drug pressure has led to multidrug resistant (MDR) strains that evade standard therapies. We designed highly potent HIV-1 protease inhibitors (PIs) using the substrate envelope model, which confines inhib