The halogenphosphonium coupling reagent PyBrOP was developed as an alternative to the BOP reagent, avoiding the release of the toxic HMPA in the activation step.
CAS: 132705-51-2
Synonym: Bromotripyrrolidinophosphonium hexafluorophosphate
Properties
Purity
≥97.0%
Molecular Formula
C12H24BrF6N3P2
Molecular Weight
466.18 [gr/mol]
Appearance
White to off-white crystalline powder
Storage Conditions
Store in a cool and dry place (2-8oC)
Applications
- PyBrOP often gives better results than other phosphonium-HOBt reagents, for the coupling of N-methylated amino acids.
- PyBrOP, as other phosphonium salts, cannot react with free amine function and therefore does not terminate the peptide growing as the aminium salts do, through the formation of guanidine derivatives.
Studies
- Coupling N-Methylated Amino Acids Using PyBroP and PyCloP Halogenophosphonium Salts: Mechanism and Fields of Application
J. Coste, E. Frerot, P. Jouin J. Org. Chem., 1994, 59 (9), pp 2437–2446.