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Synthesis 2018; 50(07): 1546-1554
DOI: 10.1055/s-0036-1589148
DOI: 10.1055/s-0036-1589148
paper
Synthesis of Novel Oxazolyl Amino Acids and Their Use in the Parallel Synthesis of Disubstituted Oxazole Libraries
The authors would like to thank the State of Florida Funding, NIH (1R21CA191351-01A1 Nefzi/Piedrafita), NIH (1R01AI105836-01A1, Nefzi/Piedrafita), and Louisiana Biomedical Research Network (Murru) for providing generous financial support.Further Information
Publication History
Received: 06 November 2017
Accepted after revision: 14 November 2017
Publication Date:
19 January 2018 (online)
Abstract
Novel chiral oxazolyl alanine and homologues are synthesized and utilized as building blocks for the solid-phase parallel synthesis of novel trifunctional oxazole small molecules in good to excellent overall yields and with high purity. The orthogonal deprotection strategy of oxazolyl amino acids, prepared from serine methyl ester and amino acids such as aspartic and glutamic acids, allows multiple sites of diversification to make a variety of pharmacologically relevant small molecules. The general nature of this approach allows the preparation of a large number of small molecules and peptidomimetics.
Key words
solid-phase synthesis - oxazolyl amino acids - amino acids - oxazoles - heterocycles - parallel synthesis - small molecules - drug discoverySupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1589148.
- Supporting Information
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