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Molecules 2009, 14(8), 2836-2849; doi:10.3390/molecules14082836
Article

Efficient Microwave Assisted Syntheses of 2,5-Diketopiperazines in Aqueous Media

1, 1, 2 and 1,*
1 Centro de Investigaciones Químicas, Universidad Autónoma del Estado de Morelos, Avenida Universidad 1001, Col. Chamilpa, 62209 Cuernavaca, Morelos, México 2 Medicinal and Natural Products Chemistry, The University of Iowa, Iowa City, IA 52242, USA
* Author to whom correspondence should be addressed.
Received: 23 June 2009 / Revised: 21 July 2009 / Accepted: 23 July 2009 / Published: 31 July 2009
(This article belongs to the Special Issue Microwave Assisted Synthesis)
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Abstract

Aqueous in situ one-pot N-Boc-deprotection-cyclization of -Boc-dipeptidyl-tert-butyl and methyl esters under microwave irradiation afforded 2,5-diketopiperazines (DKPs) in excellent yields. This protocol is rapid, safe, environmentally friendly, and highly efficient, and showed that the tert-butoxy moiety is also an excellent leaving group for these cyclizations.
Keywords: 2; 5-diketopiperazines; DKPs; cyclic dipeptides; microwave irradiation 2; 5-diketopiperazines; DKPs; cyclic dipeptides; microwave irradiation
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
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Pérez-Picaso, L.; Escalante, J.; Olivo, H.F.; Rios, M.Y. Efficient Microwave Assisted Syntheses of 2,5-Diketopiperazines in Aqueous Media. Molecules 2009, 14, 2836-2849.

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