PyBroP

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.

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