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
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
98%
mp
72-75 °C (lit.)
SMILES string
CCOP(=O)(OCC)ON1N=Nc2ccccc2C1=O
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
InChI key
AJDPNPAGZMZOMN-UHFFFAOYSA-N
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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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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
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