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Cyrene as a bio-based solvent for HATU mediated amide coupling

Cyrene as a bio-based solvent for HATU mediated amide coupling Amide bonds are one of the underpinning linkages in all living systems and are fundamental within drug discovery. Current methods towards their synthesis frequently rely on the use of dipolar aprotic solvents; however, due to increasingly stringent regulations and growing societal pressures, safe and more sustainable alternatives are highly sought after. Herein, we evaluate the application of the bio-based solvent Cyrene™ in the HATU mediated synthesis of amides and peptides. We found that Cyrene functioned as a competent replacement for DMF in the synthesis of a series of lead-like compounds and dipeptides (25 examples, 63–100%). http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Organic & Biomolecular Chemistry Royal Society of Chemistry

Cyrene as a bio-based solvent for HATU mediated amide coupling

Royal Society of Chemistry — Apr 25, 2018

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Royal Society of Chemistry
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Abstract

Amide bonds are one of the underpinning linkages in all living systems and are fundamental within drug discovery. Current methods towards their synthesis frequently rely on the use of dipolar aprotic solvents; however, due to increasingly stringent regulations and growing societal pressures, safe and more sustainable alternatives are highly sought after. Herein, we evaluate the application of the bio-based solvent Cyrene™ in the HATU mediated synthesis of amides and peptides. We found that Cyrene functioned as a competent replacement for DMF in the synthesis of a series of lead-like compounds and dipeptides (25 examples, 63–100%).

Journal

Organic & Biomolecular ChemistryRoyal Society of Chemistry

Published: Apr 25, 2018

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