Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5220390 | Tetrahedron | 2012 | 11 Pages |
Abstract
The development of an improved methodology for iterative solid-phase synthesis of para- and meta-arylopeptoids (oligomeric N-substituted aminomethyl benzamides) using benzoyl chloride building blocks is described. This methodology has enabled the synthesis of arylopeptoids with tert-butyl and phenyl side chains, which allows for complete control over the amide conformation: the tert-butyl results in a 100% cis amide conformation while the phenyl side chain results in a 100% trans amide conformation. The method has furthermore enabled the first synthesis and preliminary conformational studies of arylopeptoids bearing (S)-N-(1-phenylethyl) side chains.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Thomas Hjelmgaard, Sophie Faure, Emiliana De Santis, Dan Staerk, Bruce D. Alexander, Alison A. Edwards, Claude Taillefumier, John Nielsen,