77386
2-Bromo-1-ethyl-pyridinium tetrafluoroborate
≥97.0% (T)
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Synonym(s):
BEP
Empirical Formula (Hill Notation):
C7H9BBrF4N
CAS Number:
Molecular Weight:
273.86
Beilstein:
4059265
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
≥97.0% (T)
form
crystals
reaction suitability
reaction type: Coupling Reactions
mp
103-107 °C
application(s)
peptide synthesis
SMILES string
F[B-](F)(F)F.CC[n+]1ccccc1Br
InChI
1S/C7H9BrN.BF4/c1-2-9-6-4-3-5-7(9)8;2-1(3,4)5/h3-6H,2H2,1H3;/q+1;-1
InChI key
YJDXVQLBIAJTHP-UHFFFAOYSA-N
Related Categories
General description
2-Bromo-1-ethyl-pyridinium tetrafluoroborate is a coupling reagent employed in the synthesis of amides and esters through amidation and esterification reactions, respectively. It is generally prepared by the reaction of triethyloxonium tetrafluoroborate with 2?bromo pyridine.
Application
2-Bromo-1-ethyl-pyridinium tetrafluoroborate can be used as a coupling reagent for:
- The synthesis of N-methylated peptides in solution and solid phase.
- The synthesis of cyclosporin A fragment and dolastatin 15 pentapeptide moiety.
Other Notes
Coupling reagent for peptide synthesis; less racemization and faster reaction than with other reagents;e.g. BOP, PyBrOP, PyClU, BTFFH, CMBI
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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1-Ethyl 2-halopyridinium salts, highly efficient coupling reagents for hindered peptide synthesis both in solution and the solid-phase
Li P and Xu J
Tetrahedron, 56(41), 8119-8131 (2000)
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Previous studies have shown that Zika virus can infect and be transmitted by A. albopictus. The World Health organization (WHO) has raised concerns of autochthonous transmission of the virus in regions where the vector is endemic. The aim of this
2?Bromo?1?ethyl Pyridinium Tetrafluoroborate (BEP)
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2003)
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