Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

8.51010

Sigma-Aldrich

PyBroP

Novabiochem®

Synonym(s):

PyBroP, Bromo-tris-pyrrolidino-phosphonium hexafluorophosphate

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C12H24BrN3P · F6P
CAS Number:
Molecular Weight:
466.18
MDL number:
UNSPSC Code:
12352107
NACRES:
NA.22

Quality Level

product line

Novabiochem®

assay

≥98.0% (HPLC)

form

powder

reaction suitability

reaction type: Coupling Reactions

manufacturer/tradename

Novabiochem®

mp

>100 °C

application(s)

peptide synthesis

storage temp.

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

InChI key

CYKRMWNZYOIJCH-UHFFFAOYSA-N

General description

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

Analysis Note

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

Legal Information

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

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible, corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service