8.51010

PyBroP

Novabiochem^®

• Sinónimos: PyBroP, Bromo-tris-pyrrolidino-phosphonium hexafluorophosphate
• Fórmula empírica (notación de Hill): C₁₂H₂₄BrN₃P · F₆P
• Número de CAS: 132705-51-2
• Peso molecular: 466.18
• Número MDL: MFCD00077412
• Código UNSPSC: 12352107
• NACRES: NA.22

Propiedades

• Nivel de calidad: 200
• Línea del producto: Novabiochem^®
• Análisis: ≥98.0% (HPLC)
• formulario: powder
• idoneidad de la reacción: reaction type: Coupling Reactions
• fabricante / nombre comercial: Novabiochem^®
• mp: >100 °C
• aplicaciones: peptide synthesis
• temp. de almacenamiento: 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
• Clave InChI: CYKRMWNZYOIJCH-UHFFFAOYSA-N

Descripción

Descripción general

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.

Ligadura / enlace

Replaces: 01-62-0017

Nota de análisis

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Assay (HPLC, area%): ≥ 98.0 % (a/a)

Información legal

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

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

Información de seguridad

• Pictogramas: GHS05
• Palabra de señalización: Danger
• Frases de peligro: H314
• Consejos de prudencia: P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363
• Clasificaciones de peligro: Eye Dam. 1 - Skin Corr. 1B
• Código de clase de almacenamiento: 8A - Combustible, corrosive hazardous materials
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable