162119-35-9Relevant articles and documents
Asymmetric One-Pot Synthesis of (3R,3aS,6aR)-Hexahydrofuro[2,3-b]furan-3-ol: A Key Component of Current HIV Protease Inhibitors
Sevenich, Adrian,Liu, Gong-Qing,Arduengo, Anthony J.,Gupton, B. Frank,Opatz, Till
, p. 1218 - 1223 (2018/06/18)
A concise and efficient synthesis of (3R,3aS,6aR)-hexahydrofuro[2,3-b]furan-3-ol, a key building block for several clinical and experimental HIV protease inhibitors including the highly important drug darunavir, was achieved via a one-pot procedure using furan and Cbz-protected glycol aldehyde as starting materials. A [2+2]-photocycloaddition between both reactants which can be prepared from wood-based starting materials according to the principles of xylochemistry, followed by hydrogenation and lipase-catalyzed kinetic resolution afforded the target compound in high yield and up to 99% ee.
PROCESS FOR PREPARATION OF HIV PROTEASE INHIBITORS
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Page/Page column 28, (2008/06/13)
A process for the synthesis of bisfuran intermediates useful for preparing antiviral HIV protease inhibitor compounds is hereby disclosed.
SINTHESIS AND OPTICAL RESOLUTION OF HIGH AFFINITY P2-LIGANDS FOR HIV-1 PROTEASE INHIBITORS
Ghosh, Arun K.,Chen, Yan
, p. 505 - 508 (2007/10/02)
Racemic bis-tetrahydrofuran ligand 6 was efficiently synthesized utilizing catalytic cobaloxime 10 mediated radical cyclization as the key step.Optical resolution of the racemic alcohol with immobilized-Amano lipase, afforded optically pure ligands.