Names | |
---|---|
Preferred IUPAC name
Diethyl 4-oxo-1,2,3-benzotriazin-3(4H)-yl phosphate | |
Other names
DEPBT
| |
Identifiers | |
CAS Number
|
|
3D model (JSmol)
|
|
ChemSpider |
|
ECHA InfoCard | 100.156.337 |
PubChem CID
|
|
UNII |
|
CompTox Dashboard (EPA)
|
|
InChI
| |
SMILES
| |
Properties | |
Chemical formula
|
C11H14N3O5P |
Molar mass | 299.22 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
(what is ?)
Infobox references
|
DEPBT (3-(diethoxyphosphoryloxy)-1,2,3-benzotriazin-4(3H)-one) is a peptide coupling reagent used in peptide synthesis. It shows remarkable resistance to racemization.[1]
Fmoc-Dab(Mtt)-OH, a commercially available amino acid building block for solid-phase peptide synthesis (SPPS), was proven to undergo rapid lactamization, instead of reacting with the N-terminal end of the peptide. Compared with other commercially available coupling reagents, DEPBT has shown superior performance in coupling Fmoc-Dab(Mtt)-OH to the N-terminal end of peptide during SPPS, though the approach was regarded as 'costly and tedious'.[2]