Tetraethylene glycol p-toluenesulfonate

Tetraethylene glycol p-toluenesulfonate Structure
CAS No.
77544-60-6
Chemical Name:
Tetraethylene glycol p-toluenesulfonate
Synonyms
PEG5-Tos;Tos-PEG4;Tos-PEG4-OH;OH-PEG4-Tos;PEG5-Tosylate;Hydroxy-PEG5-Tos;HO-(CH2CH2O)4-Tos;Tetraethylene glycol tosylate;Tetraethylene glycol monotosylate;Monotosylated tetraethylene glycol
CBNumber:
CB81231414
Molecular Formula:
C15H24O7S
Molecular Weight:
348.41
MOL File:
77544-60-6.mol
MSDS File:
SDS
Modify Date:
2024/3/25 20:41:16

Tetraethylene glycol p-toluenesulfonate Properties

Boiling point 492.5±40.0 °C(Predicted)
Density 1.202 g/mL at 25 °C
refractive index n20/D1.507
Flash point >110℃
storage temp. 2-8°C
solubility Soluble in Water, DMSO, DCM, DMF
form Oil
pka 14.36±0.10(Predicted)
color Colourless

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS05,GHS06
Signal word  Danger
Hazard statements  H301-H314
Precautionary statements  P270-P280-P301+P330+P331-P303+P361+P353-P304+P340+P310-P305+P351+P338
Hazard Codes  T,Xi
Risk Statements  25-34-36
Safety Statements  26-36/37/39-45
RIDADR  UN 2927 8(6.1) / PGII
WGK Germany  3

Tetraethylene glycol p-toluenesulfonate price More Price(1)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 764388 Tetraethylene glycol p-toluenesulfonate 97% 77544-60-6 1G ₹6029.53 2022-06-14 Buy
Product number Packaging Price Buy
764388 1G ₹6029.53 Buy

Tetraethylene glycol p-toluenesulfonate Chemical Properties,Uses,Production

Uses

Tetraethylene glycol monotosylate is a cleavable and acylhydrazone-based ADC linker used in the synthesis of antibody-drug conjugates (ADCs). Tetraethylene glycol monotosylate also can be used as a PROTAC linker that can be used in the synthesis of PROTACs.

Preparation

Synthesis of tetraethylene glycol tosylate. To a solution of tetraethylene glycol (2.22 g, 11.4 mmol, 3.8 equiv) in THF at 0 °C was added 2.5 M NaOH (2 mL, 5.0 mmol, 1.7 equiv) and stirred for 30 min. Tosyl chloride (565.3 mg, 3.0 mmol, 1 equiv) was added in small portions and the mixture stirred for 5 h. The solvent was removed under reduced pressure, and the residue was taken up in CH2Cl2 (15 mL) and washed with water (3 × 10 mL). The aqueous wash was further extracted with CH2Cl2 (3 × 10 mL) and the combined organic fractions were washed with brine and dried over anhydrous Na2SO4. The dried solution was filtered and the filtrate was concentrated under reduced pressure to give 900.8 mg of a pale yellow oil (87%). The product was sufficiently pure to be used without further purification.
Synthesis of tetraethylene glycol tosylate

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2-[2-[2-(2-Hydroxyethoxy)ethoxy]ethoxy]-1-(p-toluenesulfonyl)-ethanol 2-[2-[2-(2-Hydroxyethoxy)ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate 2-[2-[2-(2-Hydroxyethoxy)ethoxy]ethoxy]ethyl toluene-4-sulfonate 2-[2-[2-(2-Hydroxyethoxy)ethoxy]ethoxy]ethyl toluenesulfonate 2-[2-[2-(2-Hydroxyethoxy)ethoxy]ethoxy]ethyl tosylate Monotosylated tetraethylene glycol Tetraethylene glycol monotosylate Tetraethylene glycol p-toluenesulfonate Tetraethylene glycol p-toluenesulfonate 97% PEG5-Tos Ethanol,2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]-, 1-(4-Methylbenzenesulfonate) Tos-PEG4-OH Hydroxy-PEG5-Tos Tos-PEG4 2-[2-[2-(2-Hydroxyethoxy)ethoxy]ethoxy]-1-(p-toluenesulfonyl) Ethanol,2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]-,4-methylbenzenesulfonate 2-[2-[2-(2-Hydroxyethoxy)ethoxy]ethoxy]ethyl p-Toluenesul p-Toluenesulfonic Acid 2-[2-[2-(2-Hydroxyethoxy)ethoxy]ethoxy]ethyl Ester 2-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)-1-tosylethanol OH-PEG4-Tos HO-(CH2CH2O)4-Tos Tos-PEG4-OH/Ethanol, 2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]-, 1-(4-methylbenzenesulfonate) PEG5-Tosylate Tetraethylene glycol tosylate 77544-60-6 7544-60-6 C13H20O6S peg