BOP, as other phosphonium salts, have the advantage of not yielding quinidinium by-products via reaction of the coupling reagent with amine.
Synonym: (Benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate
White crystalline powder
Store in a cool and dry place (2-8oC)
- The BOP reagent is introduced as HOBt derivative, which contains the racemization suppressant HOBt, avoiding epimerization and other side reactions that can take place with carbodiimide reagents.
- Although it is an excellent coupling reagent, hexamethylphosphoramide (HMPA), a toxic compound is generated.
- Large scale applications of amide coupling reagents for the synthesis of pharmaceuticals
J. R. Dunetz, J. Magano, and G. A. Weisenburger Org. Process Res. Dev. 2016, 20, 140-177.