Amide and Peptide Bond Formation in Water at Room Temperature
Christopher M. Gabriel, Megan Keener, Fabrice Gallou and Bruce H. Lipshutz*
*Department of Chemistry and Biochemistry, University of
California, Santa Barbara, California 93106, United States, Email: lipshutz
chem.ucsb.edu
C. M. Gabriel, M. Keener, F. Gallou, B. H. Lipshutz, Org. Lett., 2015, 17, 3968-3971.
DOI: 10.1021/acs.orglett.5b01698
Abstract
Use of uronium salt (1-cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylaminomorpholinocarbenium hexafluorophosphate (COMU) as a coupling reagent, 2,6-lutidine, and TPGS-750-M enables a general, mild, and environmentally responsible method for the formation of amide/peptide bonds in an aqueous micellar medium. The aqueous reaction medium is recyclable leading to low E Factors.
see article for more examples
COMU
Key Words
ID: J54-Y2015
