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Merck
CN

936375

Sigma-Aldrich

DBCO Acid

≥95%

别名:

11,12-Didehydro-γ-oxodibenz[b,f]azocine-5(6H)-butanoic acid (ACI), Dibenz[b,f]azocine-5(6H)-butanoic acid, 11,12-didehydro-γ-oxo- (ACI)

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About This Item

经验公式(希尔记法):
C19H15NO3
分子量:
305.33
MDL编号:
UNSPSC代码:
12352106
NACRES:
NA.22

质量水平

检测方案

≥95%

形式

powder or crystals

颜色

white to off-white

mp

163-164 °C

储存温度

−20°C

SMILES字符串

OC(CCC(N1CC2=CC=CC=C2C#CC3=CC=CC=C13)=O)=O

InChI

InChI=1S/C19H15NO3/c21-18(11-12-19(22)23)20-13-16-7-2-1-5-14(16)9-10-15-6-3-4-8-17(15)20/h1-8H,11-13H2,(H,22,23)

应用

DBCO Acid is a bifunctional building block comprising of an acid terminus useful for reaction with amine containing linkers in presence of activators such as EDC or HATU and a dibenzocyclooctyne (DBCO) terminus useful for copper-free click chemistry.

特点和优势

DBCO compounds react with azides without need of Cu(I) catalyst due to the strained nature of alkyne resulting in formation of fast and stable triazole linkage.

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

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A stepwise huisgen cycloaddition process: copper(I)-catalyzed regioselective "ligation" of azides and terminal alkynes
Rostovtsev V V, et al.
Angewandte Chemie (International ed. in English), 41, 2596-2599 (2002)
Copper-free click chemistry in living animals
Chang P V, et al.
Proceedings of the National Academy of Sciences of the USA, 107, 1821-1826 (2010)

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