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Merck
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Key Documents

746118

Sigma-Aldrich

Sodium difluoroheptylazidosulfinate

95%

동의어(들):

Baran DAAS-Na Reagent, Sodium 1,1-difluoro-7-azido-heptylsulfinate, Sodium 7-azido-1,1-difluoroheptanesulfinate

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About This Item

실험식(Hill 표기법):
C7H12F2N3NaO2S
CAS Number:
Molecular Weight:
263.24
UNSPSC 코드:
12352125
PubChem Substance ID:
NACRES:
NA.22

Quality Level

분석

95%

형태

solid

반응 적합성

reaction type: C-C Bond Formation
reagent type: catalyst
reaction type: C-H Activation

reagent type: linker

작용기

azide
fluoro
sulfinic acid

저장 온도

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

애플리케이션

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.

픽토그램

Exclamation mark

신호어

Warning

유해 및 위험 성명서

Hazard Classifications

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

표적 기관

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


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문서 라이브러리 방문

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

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