746118
Sodium difluoroheptylazidosulfinate
95%
别名:
Baran DAAS-Na Reagent, Sodium 1,1-difluoro-7-azido-heptylsulfinate, Sodium 7-azido-1,1-difluoroheptanesulfinate
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经验公式（希尔记法）:
C7H12F2N3NaO2S
化学文摘社编号:
分子量:
263.24
MDL number:
UNSPSC Code:
12352125
PubChem Substance ID:
NACRES:
NA.22
Assay:
95%
Form:
solid
Quality Segment
assay
95%
form
solid
reaction suitability
reaction type: C-C Bond Formation, reagent type: catalyst
reaction type: C-H Activation, reagent type: linker
functional group
azide, fluoro, sulfinic acid
storage temp.
2-8°C
SMILES string
[Na+].[O-]S(=O)C(F)(F)CCCCCCN=[N+]=[N-]
InChI
1S/C7H13F2N3O2S.Na/c8-7(9,15(13)14)5-3-1-2-4-6-11-12-10;/h1-6H2,(H,13,14);/q;+1/p-1
InChI key
FFNHIEJQAMGBCZ-UHFFFAOYSA-M
Application
Within heteroarene platforms, DAAS-Na allows for the direct introduction of a difluoroalkyl chain carrying an azide group, which is designed for the purpose of bioconjugation. Through a Huisgen cycloaddition (a "click" reaction), the azide moiety can then be reacted with a terminal alkyne that is bound to a functional molecule such as biomacromolecules. This effectively allows for a covalent linkage between a heteroarene and any target molecule, for example, between a heteroarene-containing drug and an antibody. This reagent was developed by the Baran Group and is one of several reagents for the direct alkylation of heterocycles.
Learn More at the Professor and Product Portal of Professor Phil S. Baran.
Learn More at the Professor and Product Portal of Professor Phil S. Baran.
signalword
Warning
hcodes
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
Qianghui Zhou et al.
Journal of the American Chemical Society, 135(35), 12994-12997 (2013-08-21)
A general C-H functionalization method for the tagging of natural products and pharmaceuticals is described. An azide-containing sulfinate reagent allows the appendage of azidoalkyl chains onto heteroaromatics, the product of which can then be attached to a monoclonal antibody by
Direct synthesis of fluorinated heteroarylether bioisosteres.
Qianghui Zhou et al.
Angewandte Chemie (International ed. in English), 52(14), 3949-3952 (2013-03-06)
Fionn O'Hara et al.
Journal of the American Chemical Society, 135(32), 12122-12134 (2013-07-19)
Radical addition processes can be ideally suited for the direct functionalization of heteroaromatic bases, yet these processes are only sparsely used due to the perception of poor or unreliable control of regiochemistry. A systematic investigation of factors affecting the regiochemistry
全球贸易项目编号
| 货号 | GTIN |
|---|---|
| 746118-100MG | 04061832890296 |