Insights into Fast Amide Couplings in Aqueous Nanomicelles

1-Ethyl-3-(3-(dimethylamino)propyl)-carbodiimide (EDC center dot HCl) has both lipophilic and hydrophilic regions, causing self-aggregation (also called nanoparticle formation) in an aqueous medium containing PS-750-M amphiphile. Kinetic and proton nuclear magnetic resonance studies were used to probe the effect of different organic bases on the potential nanoparticle formation of EDC center dot HCl. It also reveals why the pyridine base works better under micellar conditions. The methodology was examined on the multigram scale synthesis of bioactive molecules, where excellent reaction yields were obtained without product epimerization while maintaining a shorter reaction time.

Automated summary

The study found that EDC·HCl may self-aggregate to form nanoparticles in an aqueous medium containing certain amphiphiles, and the addition of different organic bases can affect the formation of these nanoparticles. Using pyridine base in the synthesis of bioactive molecules can achieve better reaction yields and avoid product epimerization.