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
- UPC:
- 51293100
- Condition:
- New
- Weight:
- 1.00 Ounces
- HazmatClass:
- No
- WeightUOM:
- LB
- MPN:
- 8510100025
