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Published June 1, 2012 | Supplemental Material + Published
Journal Article Open

Microwave Assisted Synthesis of Py-Im Polyamides

Abstract

Microwave synthesis was utilized to rapidly build Py-Im polyamides in high yields and purity using Boc-protection chemistry on Kaiser oxime resin. A representative polyamide targeting the 5′-WGWWCW-3′ (W = A or T) subset of the consensus Androgen and Glucocorticoid Response Elements was synthesized in 56% yield after 20 linear steps and HPLC purification. It was confirmed by Mosher amide derivatization of the polyamide that a chiral α-amino acid does not racemize after several additional coupling steps.

Additional Information

© 2012 American Chemical Society. ACS AuthorChoice. Received April 17, 2012. Research support was provided by the National Institutes of Health Research Grant GM27681. UPLC work was performed in the Center for Catalysis and Chemical Synthesis in the Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering. We thank Amanda Hargrove and Scott Virgil (California Institute of Technology) for helpful discussions. The authors declare no competing financial interest.

Attached Files

Published - Puckett2012p18646Org_Lett.pdf

Supplemental Material - ol3010003_si_002.pdf

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Created:
August 19, 2023
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October 17, 2023