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Merck
CN

495964

3-(二乙氧基磷酰基)-1,2,3-苯并三嗪-4 (3 H )-酮

98%

别名:

DEPBT

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关于此项目

经验公式(希尔记法):
C11H14N3O5P
化学文摘社编号:
分子量:
299.22
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
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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

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.


pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

法规信息

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历史批次信息供参考:

分析证书(COA)

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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