8.51010

PyBroP

Novabiochem^®

• Synonym(e): Bromo-tris-pyrrolidino-phosphonium hexafluorophosphate
• Empirische Formel (Hill-System): C₁₂H₂₄BrN₃P · F₆P
• CAS-Nummer: 132705-51-2
• Molekulargewicht: 466.18
• MDL-Nummer: MFCD00077412
• UNSPSC-Code: 12352107
• NACRES: NA.22

Eigenschaften

• Qualitätsniveau: 200
• Produktlinie: Novabiochem^®
• Assay: ≥98.0% (HPLC)
• Form: powder
• Eignung der Reaktion: reaction type: Coupling Reactions
• Hersteller/Markenname: Novabiochem^®
• mp (Schmelzpunkt): >100 °C
• Anwendung(en): peptide synthesis
• Lagertemp.: 2-8°C
• 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
• InChIKey: CYKRMWNZYOIJCH-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

A superior reagent for rapid and effective coupling of N-methyl amino acids with low enantiomerization and for other critical applications ^{[1,2,3,4,5,6,7,8]}. The coupling of N-methyl amino acids is difficult, and usually only gives low to moderate yields of products which are often contaminated with unwanted diastereomers. Many coupling reagents are ineffective or not practical to use: BOP and HOBt are often useless; BOP-Cl, pivaloyl chloride and Dpp-Cl require long reaction times and preactivation at 0°C.For coupling γ-aminoisobutyric acid (Aib), PyBrOP^® is most effective when used with dimethylaminopyridine (DMAP) ^[3].

Associated Protocols and Technical Articles
Guide to Selection of Coupling Reagents


Literature references

^[1] J. Coste, et al. in ′Peptides, Chemistry, Structure & Biology, Proc. 11th American Peptide Symposium′, J. E. Rivier & G. R. Marshall (Eds), ESCOM, Leiden, 1990, pp. 900.
^[2] J. Coste, et al. (1990) Tetrahedron Lett., 31, 669.
^[3] J. Coste, et al. in ′Peptides 1990, Proc. 21st European Peptide Symposium′, E. Giralt & D. Andreu (Eds), ESCOM, Leiden, 1990, pp. 76.
^[4] J. Coste, et al. (1991) Tetrahedron Lett., 32, 1967.
[5] P. W. Baures, et al. (1997) J. Peptide Res., 50, 1.
^[6] T. Doi, et al. (1999) Synlett, 11, 1751.
^[7] A. M. Boldi, et al. (2001) J. Comb. Chem., 3, 367.
^[8] S. Gazal, et al. (2001) J. Peptide Res., 58, 527.

Verlinkung

Replaces: 01-62-0017

Hinweis zur Analyse

Farbe (visuell): weiß bis schwach gelb bis beige
Aussehen der Substanz (visuell): Pulver
Identität (IR): entspricht
Gehalt (HPLC, Fl.%): ≥ 98.0 % (a/a)

Rechtliche Hinweise

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

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

Sicherheitshinweise

• Piktogramme: GHS05
• Signalwort: Danger
• H-Sätze: H314
• P-Sätze: P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363
• Gefahreneinstufungen: Eye Dam. 1 - Skin Corr. 1B
• Lagerklassenschlüssel: 8A - Combustible, corrosive hazardous materials
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable