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

Kirsty L. Wilson; Jane Murray; Craig Jamieson; Allan J. B. Watson

doi:10.1039/C8OB00653A

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

Kirsty L. Wilson, Jane Murray, Craig Jamieson, Allan J. B. Watson

Research output: Contribution to journal › Article › peer-review

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%).

Original language	English
Pages (from-to)	2851-2854
Journal	Organic & Biomolecular Chemistry
Volume	16
Issue number	16
Early online date	3 Apr 2018
DOIs	https://doi.org/10.1039/C8OB00653A
Publication status	Published - 28 Apr 2018

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Cyrene Amides AAM
© 2018, the Author(s), Royal Society of Chemistry. This work has been made available online in accordance with the publisher’s policies. This is the author created accepted version manuscript following peer review and as such may differ slightly from the final published version. The final published version of this work is available at https://doi.org/10.1039/C8OB00653A
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Cyrene as a bio-based solvent for HATU mediated amide coupling

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