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Nutter, M, Stone, H, Shipman, M and Roesner, S (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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Publisher URL: https://doi.org/10.1039/D4OB00278D
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 & Biomolecular Sciences |
| Publisher: | Royal Society of Chemistry |
| SWORD Depositor: | A Symplectic |
| Date Deposited: | 23 Apr 2024 09:28 |
| Last Modified: | 23 Apr 2024 09:30 |
| DOI or ID number: | 10.1039/D4OB00278D |
| URI: | https://researchonline.ljmu.ac.uk/id/eprint/23104 |
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