- Abstract:
-
Routes to oligomers (dimers, tetramers, hexamers) of five oxetane-based dipeptide isosteres have been established. Methyl 2,4-anhydro-5-azido-5-deoxy-L-rhamnonate 'monomer' led, by coupling the corresponding carboxylic acid and amine, to a 'dimer'. Reverse-aldol ring-opening occurred on attempted saponification of the dimer, so all further oligomerization was performed using TBDMS C-3 hydroxyl protection. The silyl protected L-rhamnonate monomer led in turn to the dimer (via the monomer acid ...
Expand abstract - Publication status:
- Published
- Publisher copy:
- 10.1002/psc.622
-
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- Journal:
- Journal of peptide science : an official publication of the European Peptide Society
- Volume:
- 11
- Issue:
- 6
- Pages:
- 303-318
- Publication date:
- 2005-06-05
- DOI:
- EISSN:
-
1099-1387
- ISSN:
-
1075-2617
- URN:
-
uuid:c8428cb7-d3a4-4579-a827-e90e379d4bba
- Source identifiers:
-
39556
- Local pid:
- pubs:39556
- Copyright date:
- 2005
Journal article
The synthesis of oligomers of oxetane-based dipeptide isosteres derived from L-rhamnose or D-xylose.
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