Nutter, M ORCID: 0009-0007-8871-5295, Stone, H
ORCID: 0009-0009-0557-8833, Shipman, M
ORCID: 0000-0002-3349-5594 and Roesner, S
ORCID: 0000-0003-2143-4708
(2024)
Stereoselective synthesis of (R)- and (S)-1,2-diazetidine-3-carboxylic acid derivatives for peptidomimetics.
Organic & Biomolecular Chemistry, 22 (15).
pp. 2974-2977.
ISSN 1477-0520
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Abstract
The stereoselective synthesis of both enantiomers of N-protected 1,2-diazetidine-3-carboxylic acid (aAze) from homochiral glycidol is described. Orthogonal protection of this novel cyclic α-hydrazino acid allows for selective functionalisation at either Nγ or Nδ. This novel peptidomimetic building block was incorporated into the pseudotripeptides Gly-γaAze-Ala and Gly-δaAze-Ala.
Item Type: | Article |
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Uncontrolled Keywords: | 0304 Medicinal and Biomolecular Chemistry; 0305 Organic Chemistry; Organic Chemistry |
Subjects: | Q Science > QD Chemistry R Medicine > RS Pharmacy and materia medica |
Divisions: | Pharmacy and Biomolecular Sciences |
Publisher: | Royal Society of Chemistry |
Date of acceptance: | 24 March 2024 |
Date of first compliant Open Access: | 23 April 2024 |
Date Deposited: | 23 Apr 2024 09:28 |
Last Modified: | 03 Jul 2025 12:37 |
DOI or ID number: | 10.1039/D4OB00278D |
URI: | https://researchonline.ljmu.ac.uk/id/eprint/23104 |
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