A Post-Synthetic Modification Strategy for the Preparation of Homooligomers of 3-Amino-1-methylazetidine-3-carboxylic Acid-Reference-Cited by-同舟云学术

A Post-Synthetic Modification Strategy for the Preparation of Homooligomers of 3-Amino-1-methylazetidine-3-carboxylic Acid

Published:2023-04-11 Issue:15 Volume:34 Page:1787-1790
ISSN:0936-5214
Container-title:Synlett
language:en
Short-container-title:Synlett

Author:

Liu Dayi¹^ORCID,Imani Zeynab¹^ORCID,Aitken David J.¹^ORCID,Gourson Catherine¹^ORCID,Guillot Régis¹^ORCID,Robin Sylvie¹²^ORCID

Affiliation:

1. Université Paris-Saclay, CNRS, ICMMO

2. Université Paris Cité, Faculté de Pharmacie

Abstract

AbstractPost-synthetic modification is a powerful technique allowing access to noncanonical peptide derivatives in a selective manner, but it has not so far been applied for the installation of multiple arrays of modified side chains. Here, we use this approach in solution phase to prepare short N- and C-capped homooligomers of 3-amino-1-methylazetidine-3-carboxylic acid with all the azetidine side chain functions in free amine form. The key step is the multiple reductive amination reaction of the corresponding post-synthetically deprotected secondary amines.

Funder

Agence Nationale de la Recherche

Chinese Scholarship Council

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry

Link

http://www.thieme-connect.de/products/ejournals/pdf/10.1055/a-2071-4122.pdf

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