18565

Bromotripyrrolidinophosphonium hexafluorophosphate

≥95.0% (HPLC), for peptide synthesis

• Synonyme(s) : PyBroP^®
• Formule empirique (notation de Hill): C₁₂H₂₄BrF₆N₃P₂
• Numéro CAS: 132705-51-2
• Poids moléculaire : 466.18
• Numéro Beilstein : 6842340
• Numéro MDL: MFCD00077412
• Code UNSPSC : 12352107
• ID de substance PubChem : 57647747
• Nomenclature NACRES : NA.22

Propriétés

• product name: Bromotripyrrolidinophosphonium hexafluorophosphate, ≥95.0% (HPLC)
• Niveau de qualité: 100
• Pureté: ≥95.0% (HPLC)
• Forme: solid
• Capacité de réaction: reaction type: Coupling Reactions
• Application(s): peptide synthesis
• Température de stockage: −20°C
• Chaîne SMILES: F[P-](F)(F)(F)(F)F.Br[P+](N1CCCC1)(N2CCCC2)N3CCCC3
• InChI: 1S/C12H24BrN3P.F6P/c13-17(14-7-1-2-8-14,15-9-3-4-10-15)16-11-5-6-12-16;1-7(2,3,4,5)6/h1-12H2;/q+1;-1
• Clé InChI: CYKRMWNZYOIJCH-UHFFFAOYSA-N

Description

Application

Catalyst for:
Synthesis of primary amides
Direct dehydrative phosphonium cross coupling
Direct arylation
Pyrrolidide formation by phosphonium salt coupling reagents

It 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.

Autres remarques

Reactive peptide coupling reagent suitable for α,α-dialkyl amino acids; Synthesis of depsipeptides

Informations légales

PyBroP is a registered trademark of Merck KGaA, Darmstadt, Germany

Informations sur la sécurité

• Pictogrammes: GHS05
• Mention d'avertissement: Danger
• Mentions de danger: H314
• Conseils de prudence: P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363
• Classification des risques: Eye Dam. 1 - Skin Corr. 1B
• Code de la classe de stockage: 8A - Combustible corrosive hazardous materials
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Gloves