Cyrene as a bio-based solvent for HATU mediated amide coupling
Wilson, Kirsty L. and Murray, Jane and Jamieson, Craig and Watson, Allan J. B. (2018) Cyrene as a bio-based solvent for HATU mediated amide coupling. Organic and Biomolecular Chemistry (16). pp. 2851-2854. ISSN 1477-0520
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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%).
ORCID iDs
Wilson, Kirsty L.
ORCID: https://orcid.org/0000-0002-4382-6246, Murray, Jane, Jamieson, Craig ORCID: https://orcid.org/0000-0002-6567-8272 and Watson, Allan J. B.;
Item type: Article ID code: 65939 Dates: DateEvent28 April 2018Published3 April 2018Published Online27 March 2018AcceptedKeywords: amide bonds, drug discovery, cyrene, biomolecular chemistry, Chemistry, Biochemistry, Organic Chemistry, Physical and Theoretical Chemistry Subjects: Science > Chemistry Department: Faculty of Science > Pure and Applied Chemistry Depositing user: Pure Administrator Date deposited: 01 Nov 2018 10:18 Last modified: 12 Feb 2021 03:14 Related URLs: URI: https://strathprints.strath.ac.uk/id/eprint/65939
CORE (COnnecting REpositories)
CORE (COnnecting REpositories)