Comparing the greenness and sustainability of three routes to an HIV protease inhibitor intermediate
Stephanie Gina Akakios (University of the Witwatersrand)
Moira Leanne Bode (University of Witwatersrand)
Roger Arthur Sheldon (TU Delft - Applied Sciences, University of Witwatersrand)
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Abstract
The greenness and sustainability of three different routes for the synthesis of (3R,3aS,6aR)-hexahydrofuro [2,3-b] furan-3-ol (bis-furan alcohol), an advanced intermediate for a group of HIV protease inhibitors, including the FDA approved darunavir, used in antiretroviral (ARV) therapy, were compared. The method involved a comparison of (i) waste generated using theE-factor and relative to industrial benchmarks using the innovative Green Aspiration Level (iGAL™) method, (ii) solvent usage on the basis of solvent intensity (SI) and properties according to the GSK solvent guide, and (iii) Green Motion™ scores according to the MANE methodology.
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