PyBrOP CAS 132705-51-2 Purity >99.0% (HPLC) Factory Coupling Reagents

Bromotripyrrolidinophosphonium Hexafluorophosphate (PyBrOP) (CAS: 132705-51-2) is a stable reagent for the coupling of N-Methylamino acids in peptide synthesis. Used for synthesis of depsipeptides.
PyBroP is a peptide coupling reagent that has been used in the synthesis of rostate tumor specific peptide-peptoid hybrid prodrugs. A reactive peptide coupling reagent suitable for α,α-dialkyl amino acids.  
Catalyst for: synthesis of primary amides, direct dehydrative phosphonium cross coupling, direct arylation, pyrrolidide formation by phosphonium salt coupling reagents.
PyBroP is a phosphonium salt used in peptide coupling chemistry, analogous to PyCloP. PyBroP shows high efficiency in the coupling of N-methylated amino acids and α,α-disubstituted amino acids, with excellent yields, no epimerisation and fast reaction rates. PyBroP is a stable solid which can be used in a one-pot procedure and is soluble in the solvents commonly used for peptide coupling chemistry. PyBroP is a derivative of the phosphonium coupling reagent BOP but contains a pyrrolidine moiety in place of the dimethylamine of BOP. The aim behind the design of PyBroP was to prevent the formation of the extremely toxic and carcinogenic by-product HMPA generated with BOP, but with comparable performances.
PyBroP can be used as a coupling reagent: For Suzuki–Miyaura cross-coupling of phenols and arylboronic acids to synthesize biaryls and heterobiaryls. To functionalize pyrimidines (synthesized from 3,4-dihydropyrimidin-2(1H)-ones (DHPMs) via the Kappe dehydrogenation) by using various nucleophiles. To synthesize formamidines by coupling with various primary amines and N,N-diisopropylethylamine. It can also be used as an activating reagent: For the activation of C-OH bond in tautomerizable heterocycles to form the phosphonium salt which aids the Sonogashira coupling of heterocycles with various alkynes. For the one–pot activation of C-O bond in phenols and further coupling reaction with phosphine oxide or phosphite to form C-P bonds.