Journal
TETRAHEDRON LETTERS
Volume 55, Issue 43, Pages 5940-5943Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2014.08.119
Keywords
Aromatic oligoamides; Solid-phase synthesis; Automated synthesis; Microwave-assisted synthesis; Submonomer synthesis
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Funding
- CEM Corporation
- Carlsberg Foundation [2011_01_0432]
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A facile and expedient route to the synthesis of arylopeptoid oligomers (N-alkylated aminomethyl benzamides) using semi-automated microwave-assisted solid-phase synthesis is presented. The synthesis was optimized for the incorporation of side chains derived from sterically hindered or unreactive amines and both ortho- and para-substituted arylo-backbones. By utilizing this optimized protocol a complex nonameric arylopeptoid was synthesized in less than 11 h, featuring a novel alternating ortho-, meta-, and para-substituted backbone pattern and a variety of chemically diverse and challenging side chains. (C) 2014 Elsevier Ltd. All rights reserved.
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