New pyrrole-based amino acids for the synthesis of peptidomimetic constrained scaffolds

A new family of pyrrole-based amino acids have been prepared through the microwave assisted Paal–Knorr reaction of 1–4 ketoesters derived from the corresponding β-ketoester with a functional homologation. The carboxylic group is located in position 3 of the pyrrole, whereas the amino group, protecte...

Full description

Saved in:
Bibliographic Details
Published in:Tetrahedron letters 2005-10, Vol.46 (41), p.7069-7072
Main Authors: Alongi, Maddalena, Minetto, Giacomo, Taddei, Maurizio
Format: Article
Language:English
Subjects:
Cyclocondensation
Microwaves
Paal–Knorr reaction
Peptides
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A new family of pyrrole-based amino acids have been prepared through the microwave assisted Paal–Knorr reaction of 1–4 ketoesters derived from the corresponding β-ketoester with a functional homologation. The carboxylic group is located in position 3 of the pyrrole, whereas the amino group, protected with the Cbz moiety, is present on the side chain in positions 1 or 2. These compounds were used to prepare constrained oligopeptides.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2005.07.155