18565

Bromotripyrrolidinophosphonium hexafluorophosphate

≥95.0% (HPLC), for peptide synthesis

• Sinônimo(s): PyBroP^®
• Fórmula empírica (Notação de Hill): C₁₂H₂₄BrF₆N₃P₂
• Número CAS: 132705-51-2
• Peso molecular: 466.18
• Beilstein: 6842340
• Número MDL: MFCD00077412
• Código UNSPSC: 12352107
• ID de substância PubChem: 57647747
• NACRES: NA.22

Propriedades

• Nome do produto: Bromotripyrrolidinophosphonium hexafluorophosphate, ≥95.0% (HPLC)
• Nível de qualidade: 100
• Ensaio: ≥95.0% (HPLC)
• Formulário: solid
• adequação da reação: reaction type: Coupling Reactions
• aplicação(ões): peptide synthesis
• temperatura de armazenamento: −20°C
• cadeia de caracteres 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
• chave InChI: CYKRMWNZYOIJCH-UHFFFAOYSA-N

Descrição

Aplicação

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.

Outras notas

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

Informações legais

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

Informações de segurança

• Pictogramas: GHS05
• Palavra indicadora: Danger
• Frases de perigo: H314
• Declarações de precaução: P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363
• Classificações de perigo: Eye Dam. 1 - Skin Corr. 1B
• Código de classe de armazenamento: 8A - Combustible corrosive hazardous materials
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable
• Equipamento de proteção individual: dust mask type N95 (US), Eyeshields, Gloves