Issue 9, 2021

Comparing the greenness and sustainability of three routes to an HIV protease inhibitor intermediate

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 the E-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.

Graphical abstract: Comparing the greenness and sustainability of three routes to an HIV protease inhibitor intermediate

Supplementary files

Article information

Article type
Paper
Submitted
20 mar 2021
Accepted
13 apr 2021
First published
13 apr 2021
This article is Open Access
Creative Commons BY license

Green Chem., 2021,23, 3334-3347

Comparing the greenness and sustainability of three routes to an HIV protease inhibitor intermediate

S. G. Akakios, M. L. Bode and R. A. Sheldon, Green Chem., 2021, 23, 3334 DOI: 10.1039/D1GC00986A

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