8.51010

PyBroP

Novabiochem^®

• Sinonimo/i: PyBroP, Bromo-tris-pyrrolidino-phosphonium hexafluorophosphate
• Formula empirica (notazione di Hill): C₁₂H₂₄BrN₃P · F₆P
• Numero CAS: 132705-51-2
• Peso molecolare: 466.18
• Numero MDL: MFCD00077412
• Codice UNSPSC: 12352107
• NACRES: NA.22

Proprietà

• Livello qualitativo: 200
• Nome Commerciale: Novabiochem^®
• Saggio: ≥98.0% (HPLC)
• Stato: powder
• Impiego in reazioni chimiche: reaction type: Coupling Reactions
• Produttore/marchio commerciale: Novabiochem^®
• Punto di fusione: >100 °C
• applicazioni: peptide synthesis
• Temperatura di conservazione: 2-8°C
• Stringa SMILE: F[P-](F)(F)(F)(F)F.[P+](Br)(N3CCCC3)(N2CCCC2)N1CCCC1
• 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; CYKRMWNZYOIJCH-UHFFFAOYSA-N

Descrizione

Descrizione generale

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.

Linkage

Replaces: 01-62-0017

Risultati analitici

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

Note legali

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

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

Informazioni sulla sicurezza

• Pittogrammi: GHS05
• Avvertenze: Danger
• Indicazioni di pericolo: H314
• Consigli di prudenza: P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363
• Classi di pericolo: Eye Dam. 1 - Skin Corr. 1B
• Codice della classe di stoccaggio: 8A - Combustible, corrosive hazardous materials
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable