Peptides & Peptide Synthesis Products





Catalog No: 31001
2-(1H-Benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate, CAS: 94790-37-1, MW: 379.24, Formula: C11H16F6N5OP

HBTU (2-(1H-Benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate)

This along with TBTU are two of the most popular insitu activation reagents used in solid and solution phase peptide synthesis (1, 2.). Comparative experiments between HBTU and TBTU have shown that the counter ion has no influence on the influence of coupling rates or levels of enantiomerization (1). Coupling rates proceed smoothly and can be enhanced by the addition of HOBt (2). In addition to having high reactivity, TBTU and HBTU have shown to limit enantiomer during fragment condensation and during DMAP catalyzed esterification of arginine derivatives (3).

1. R. Knorr, et al (1989)Tetrahedron Letters, 30 1927.
2. P.A. Baybayan, et al in “ Chemistry and Biology: Proceeding of the 12th American Peptide Symposium, page 566.
3. C.G. Fields, et al (1991) Peptide Res., 95.
4. D. Ambrosius, et al. (1989)Biol. Chem. Hoppe-Seyler, 370, 217.

More Information
Catalog Number 31001
CAS 94790-37-1
M.W. 379.24
Formula C11H16F6N5OP
IUPAC Name [benzotriazol-1-yloxy(dimethylamino)methylidene]-dimethylazanium hexafluorophosphate
Synonym 2-(1H-Benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate
Also Known As
  • (benzotriazol-1-yloxy-dimethylaminomethylidene)-dimethylazanium hexafluorophosphate
  • (benzotriazol-1-yloxy-dimethylamino-methylene)-dimethyl-ammonium hexafluorophosphate
  • (1-benzotriazolyloxy-dimethylaminomethylene)-dimethylammonium hexafluorophosphate
  • (benzotriazol-1-yloxy-dimethylamino-methylidene)-dimethyl-azanium hexafluorophosphate
  • N,N,N′,N′-Tetramethyl-O-(1H-benzotriazol-1-yl)uronium hexafluorophosphate
  • O-(Benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate
  • T5614886
  • 12804_FLUKA
  • HBTU
InChI InChI=1S/C11H16N5O.F6P/c1-14(2)11(15(3)4)17-16-10-8-6-5-7-9(10)12-13-16;1-7(2,3,4,5)6/h5-8H,1-4H3;/q+1;-1
SMILES CN(C)C(=[N+](C)C)ON1C2=CC=CC=C2N=N1.F[P-](F)(F)(F)(F)F
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