Efficient microwave assisted syntheses of 2,5-diketopiperazines in aqueous media

Molecules. 2009 Jul 31;14(8):2836-49. doi: 10.3390/molecules14082836.

Abstract

Aqueous in situ one-pot N-Boc-deprotection-cyclization of N alpha-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.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Diketopiperazines / chemical synthesis*
  • Diketopiperazines / chemistry*
  • Esters / chemistry
  • Magnetic Resonance Spectroscopy
  • Microwaves*
  • Molecular Structure
  • Peptides, Cyclic / chemistry

Substances

  • Diketopiperazines
  • Esters
  • Peptides, Cyclic