A convenient procedure for the solid-phase synthesis of hydroxamic acids on PEGA resins
Research output: Contribution to journal › Journal article › Research › peer-review
An efficient method for the solid-phase synthesis of hydroxamic acids is described. The method comprises the nucleophilic displacement of esters immobilized on PEGA resins with hydroxylamine/sodium hydroxide in isopropanol. The hydroxyaminolysis protocol is compatible with a broad range of PEGA-supported peptide and peptidomimetic esters. The methodology was found to be compatible with two new strategies for the synthesis of solid-supported lactams and diketopiperazines, respectively, both relying on the high inter- and intramolecular reactivity of cyclic N-acyliminium ions with electron-rich aromatics and heteroaromatics, ultimately affording hydroxamic acid derivatives in high purities.
Original language | English |
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Journal | Tetrahedron Letters |
Volume | 52 |
Issue number | 52 |
Pages (from-to) | 7121-7124 |
Number of pages | 4 |
ISSN | 0040-4039 |
DOIs | |
Publication status | Published - 28 Dec 2011 |
Bibliographical note
Funding Information:
The Hans Christian Oersted Postdoc Program, Technical University of Denmark (DTU), Carlsberg Foundation, Lundbeck Foundation, Danish Councils for Strategic and Independent Research, and Holm Foundation are gratefully acknowledged for the financial support.
- HDAC inhibitor, Hydroxamic acids, Hydroxylamine, PEGA resin, Solid-phase synthesis
Research areas
ID: 340024015