Fast Amide Couplings in Water: Extraction, Column Chromatography, and Crystallization Not Required
Sudripet Sharma, Nicklas W. Buchbinder, Wilfried M. Braje and Sachin Handa*
*Department of Chemistry, University of Louisville, Louisville, Kentucky 40292, United States,
Email: sachin.handa
louisville.edu
S. Sharma, N. W. Buchbinder, W. M. Braje, S. Handa, Org. Lett., 2020, 22, 5737-5740.
DOI: 10.1021/acs.orglett.0c01676
Abstract
The L-proline-based amphiphile PS-750-M enables extremely fast amide couplings in water mediated by 1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide (without hydroxybenzotriazole). Product precipitation and isolation by filtration completely avoids the use of organic solvent. This methodology avoids product epimerization and is scalable.
see article for more examples
Key Words
ID: J54-Y2020
