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Tetraethylene glycol p-toluenesulfonate

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
MDL Number:
MFCD22056303
MOL File:
77544-60-6.mol
MSDS File:
SDS
Last updated:2024-03-25 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)  GHS hazard pictogramsGHS hazard pictograms
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(19)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 764388 Tetraethylene glycol p-toluenesulfonate 97% 77544-60-6 1g $72.5 2024-03-01 Buy
TRC H533740 2-[2-[2-(2-Hydroxyethoxy)ethoxy]ethoxy]-1-(p-toluenesulfonyl)-ethanol 77544-60-6 200mg $160 2021-12-16 Buy
SynQuest Laboratories 6664-1-06 Tetraethylene glycol p-toluenesulfonate 97% 77544-60-6 1g $104 2021-12-16 Buy
AK Scientific Y4976 Tetraethylene glycol p-toluenesulfonate 77544-60-6 1g $147 2021-12-16 Buy
SynQuest Laboratories 6664-1-06 Tetraethylene glycol p-toluenesulfonate 97% 77544-60-6 250mg $75 2021-12-16 Buy
Product number Packaging Price Buy
764388 1g $72.5 Buy
H533740 200mg $160 Buy
6664-1-06 1g $104 Buy
Y4976 1g $147 Buy
6664-1-06 250mg $75 Buy

Tetraethylene glycol p-toluenesulfonate Chemical Properties,Uses,Production

Description

PEG5-Tos is a PEG linker containing a hydroxyl group with a tosyl group. The hydrophilic PEG spacer increases solubility in aqueous media. The hydroxyl group enables further derivatization or replacement with other reactive functional groups. The tosyl group is a very good leaving group for nucleophilic substitution reactions.

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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View Lastest Price from Tetraethylene glycol p-toluenesulfonate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
OH-PEG4-Tos pictures 2024-03-25 OH-PEG4-Tos
77544-60-6
US $0.00 / g 10g >98.00% 10g Xian confluore Biological Technology Co., Ltd.
  • OH-PEG4-Tos pictures
  • OH-PEG4-Tos
    77544-60-6
  • US $0.00 / g
  • >98.00%
  • Xian confluore Biological Technology Co., Ltd.
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