A reagent for forming semi-stable, but reactive esters from N-substituted amino acids, peptides and other carboxylic acids.1 Typically used in conjunction with a dehydrating reactant, often a carbodiimide such as EDC, DCC or DIC. Has been used to enhance efficiency of carbodiimide -mediated coupling such as EDC-mediated amide formation,2 increase of the rate and degree of cross-linking proteins 3,4 and activation of nanoparticles.5 Also used to promote oxidation of primary alcohols and aldehydes to form active esters with hypervalent(III) Iodine.6
1. Tetrahedron Lett. 1998, 39, 1321.
2. J. Appl. Polym. Sci. 2002, 85, 1349.
3. Cereal Chem. 2000, 77, 333.
4. Biophys. Chem. 2008, 132, 89.
5. Adv. Mater. 2008, 20, 430.
6. Chem. Lett. 2006, 35, 566.