Fast Amide Couplings in Water: Extraction, Column Chromatography, and Crystallization Not Required.
Fast Amide Couplings in Water: Extraction, Column Chromatography, and Crystallization Not Required.
复制标题
水中快速酰胺偶联：不需要萃取、柱色谱和结晶。
作者：
Sudripet Sharma;Nicklas W Buchbinder;Wilfried M. Braje;Sachin Handa
在PS-750-M胶束中，来自表面活性基团的3°酰胺类似于二甲基甲酰胺、二甲基乙酰胺和N-甲基-2-吡咯烷酮。由此产生的胶束性质使1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide(不含羟基苯并三氮唑)介导的酰胺偶联速度极快，而不是昂贵的专业偶联剂。已经开发了产品沉淀的条件，通过过滤分离完全避免了使用有机溶剂。这种方法是可扩展的，并避免了产品的同构化。
In the micelle of PS-750-M, the presence of 3° amides from the surfactant proline linker mimics dimethylformamide, dimethylacetamide, and N-methyl-2-pyrrolidone. The resultant micellar properties enable extremely fast amide couplings mediated by 1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide (without hydroxybenzotriazole), rather than expensive and specialized coupling agents. Conditions have been developed wherein products precipitate, and isolation by filtration completely avoids the use of organic solvent. This methodology is scalable and avoids product epimerization.