ChemicalBook--->CAS DataBase List--->118591-58-5

118591-58-5

118591-58-5 Structure

118591-58-5 Structure
IdentificationBack Directory
[Name]

Ethanol, 2-(2-hydroxyethoxy)-, 1-(4-Methylbenzenesulfonate)
[CAS]

118591-58-5
[Synonyms]

peg2-tos
Tos-PEG2-OH
OH-PEG2-Tos
CAS_118591-58-5
Tos-PEG2-alcohol
Diethylene glycol p-toluenesulfonate
diethylene glycol mono-p-toluenesulfonate
2-(2-Hydroxyethoxy)ethyl 4-Methylbenzensulfonate
2-(2-Hydroxyethoxy)ethyl 4-methylbenzenesulfonate
Ethanol, 2-(2-hydroxyethoxy)-, 1-(4-Methylbenzenesulfonate)
4Ethanol, 2-(2-hydroxyethoxy)-, 1-(4-Methylbenzenesulfonate)
[Molecular Formula]

C11H16O5S
[MDL Number]

MFCD22574797
[MOL File]

118591-58-5.mol
[Molecular Weight]

260.307
Chemical PropertiesBack Directory
[Boiling point ]

427.4±30.0 °C(Predicted)
[density ]

1.256±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[form ]

Liquid
[pka]

14.32±0.10(Predicted)
[color ]

Colorless to light yellow
[InChI]

InChI=1S/C11H16O5S/c1-10-2-4-11(5-3-10)17(13,14)16-9-8-15-7-6-12/h2-5,12H,6-9H2,1H3
[InChIKey]

KLDLLRZCWYKJBD-UHFFFAOYSA-N
[SMILES]

C(OS(C1=CC=C(C)C=C1)(=O)=O)COCCO
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P280-P305+P351+P338
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Hazard InformationBack Directory
[Uses]

Tos-PEG2-OH is a PEG-based PROTAC linker that can be used in the synthesis of PROTACs[1].
[Synthesis]

Tosyl chloride

98-59-9

Diethylene glycol

111-46-6

Ethanol, 2-(2-hydroxyethoxy)-, 1-(4-Methylbenzenesulfonate)

118591-58-5

The general procedure for the synthesis of 2-(2-hydroxyethoxy)ethyl 4-methylbenzenesulfonate from p-toluenesulfonyl chloride and diethylene glycol was as follows: first, the diethylene glycol was protected with a monohydroxy group. This was done as follows: in a dichloromethane solvent, potassium iodide (0.2 eq.) was added as a catalyst, followed by freshly prepared silver oxide (1.5 eq.) and p-toluenesulfonyl chloride (1.1 eq.). The reaction mixture was stirred at room temperature for 8-10 h. Upon completion of the reaction, mono-p-toluenesulfonyl-protected diethylene glycol was obtained in 97-99% yield. This step provides a selectively protected intermediate for the subsequent reaction with aconitic acid.

[IC 50]

PEGs
[References]

[1] An S, et al. Small-molecule PROTACs: An emerging and promising approach for the development of targeted therapy drugs. EBioMedicine. 2018 Oct;36:553-562 DOI:10.1016/j.ebiom.2018.09.005
Spectrum DetailBack Directory
[Spectrum Detail]

Ethanol, 2-(2-hydroxyethoxy)-, 1-(4-Methylbenzenesulfonate)(118591-58-5)1HNMR
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