| Title: |
Stereoselective synthesis of (R)- and (S)-1,2-diazetidine-3-carboxylic acid derivatives for peptidomimetics |
| Authors: |
Nutter, Matthew; Stone, Henry; Shipman, Michael; Roesner, Stefan |
| Publisher Information: |
Royal Society of Chemistry |
| Publication Year: |
2024 |
| Collection: |
The University of Warwick: WRAP - Warwick Research Archive Portal |
| Subject Terms: |
QD Chemistry |
| Description: |
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 |
| Document Type: |
article in journal/newspaper |
| File Description: |
application/pdf |
| Language: |
English |
| ISSN: |
1477-0520 |
| Relation: |
https://wrap.warwick.ac.uk/id/eprint/184499/1/WRAP-stereoselective-synthesis-%28R%29-%28S%29-1,2-diazetidine-3-carboxylic-acid-derivatives-peptidomimetics-2024.pdf; Nutter, Matthew, Stone, Henry, Shipman, Michael and Roesner, Stefan (2024) Stereoselective synthesis of (R)- and (S)-1,2-diazetidine-3-carboxylic acid derivatives for peptidomimetics. Organic & Biomolecular Chemistry, 22 (15). pp. 2974-2977. doi:10.1039/D4OB00278D ISSN 1477-0520. |
| DOI: |
10.1039/D4OB00278D |
| Availability: |
https://wrap.warwick.ac.uk/id/eprint/184499/; https://doi.org/10.1039/D4OB00278D |
| Rights: |
cc_by |
| Accession Number: |
edsbas.ECF13E83 |
| Database: |
BASE |