495964
3-(Diethoxyphosphoryloxy)-1,2,3-benzotriazin-4(3H)-one
98%
Synonym(s):
DEPBT
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About This Item
Empirical Formula (Hill Notation):
C11H14N3O5P
CAS Number:
Molecular Weight:
299.22
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
InChI
1S/C11H14N3O5P/c1-3-17-20(16,18-4-2)19-14-11(15)9-7-5-6-8-10(9)12-13-14/h5-8H,3-4H2,1-2H3
SMILES string
CCOP(=O)(OCC)ON1N=Nc2ccccc2C1=O
InChI key
AJDPNPAGZMZOMN-UHFFFAOYSA-N
assay
98%
mp
72-75 °C (lit.)
General description
3-(Diethoxyphosphoryloxy)-1,2,3-benzotriazin-4(3H)-one (DEPBT) is a coupling reagent that facilitates amide bond formation and also resists racemization. It has been shown to be more effective than phosphonium and uronium coupling reagents.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
监管及禁止进口产品
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New reagents, reactions, and peptidomimetics for drug design.
Goodman M, et al.
Pept. Sci., 60(3), 229-245 (2001)
H Li et al.
Organic letters, 1(1), 91-93 (2000-05-24)
[formula: see text] The new crystalline phosphate reagent 3-(diethoxyphosphoryloxy)-1,2,3-benzotriazin-4(3H)-one (DEPBT) mediates amide bond formation with a remarkable resistance to racemization. Comparative racemization studies were carried out and DEPBT proved to be superior to typical phosphonium and uronium coupling reagents. DEPBT
Yun-Hua Ye et al.
Biopolymers, 80(2-3), 172-178 (2005-01-01)
3-(Diethoxyphosphoryloxy)-1, 2, 3-benzotriazin-4(3H)-one (DEPBT) is an effective coupling reagent for synthesis of linear and cyclic peptides by both solution and solid-phase peptide synthesis. DEPBT mediates amide bond formation with remarkable resistance to racemization. When DEPBT is used as a coupling
Daniel Herkommer et al.
ChemMedChem, 10(3), 470-489 (2015-02-03)
The natural products rhizopodin and bistramide belong to an elite class of highly potent actin binding agents. They show powerful antiproliferative activities against a range of tumor cell lines, with IC50 values in the low-nanomolar range. At the molecular level
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