PEG6-Tos

Base Information

• Chemical Name: PEG6-Tos
• CAS No.: 155130-15-7
• Molecular Formula: C₁₇H₂₈O₈S
• Molecular Weight: 392.471
• Mol file: 155130-15-7.mol

Synonyms:2-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate

Chemical Property of PEG6-Tos

Chemical Property:

• Boiling Point: 524.4±50.0 °C(Predicted)
• PKA: 14.36±0.10(Predicted)
• Density: 1.206±0.06 g/cm3(Predicted)

Purity/Quality:

98%,99%, ^*data from raw suppliers

Toluene-4-sulfonic acid 2-(2-{2-[2-(2-hydroxyethoxy)-ethoxy]-ethoxy}-ethoxy)-ethyl ester 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: PEG6-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: Pentaethylene Glycol Monotosylate is a PEG-based PROTAC linker that can be used in the synthesis of PROTACs.

Technology Process of PEG6-Tos

There total 4 articles about PEG6-Tos which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

Pentaethylene glycol (4792-15-8) + p-toluenesulfonyl chloride (98-59-9) → 2-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate (155130-15-7)

Guidance literature:

With sodium iodide; silver(l) oxide; In dichloromethane; at 0 - 20 ℃; for 0.333333h; Inert atmosphere; Schlenk technique;

DOI:10.1002/ijch.201500045

Reference yield: 87.0%

2-[2-[2-[2-(2-hydroxyethoxy)ethoxy]oxy]ethoxy]ethanol + p-toluenesulfonyl chloride (98-59-9) → 2-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate (155130-15-7)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃; for 12h;

Reference yield: 78.0%

Pentaethylene glycol (4792-15-8) + p-toluenesulfonyl chloride (98-59-9) → penta(ethylene glycol) bis(p-toluenesulfonate) (41024-91-3) + 2-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate (155130-15-7)

Guidance literature:

With potassium iodide; silver(l) oxide; In dichloromethane; at 0 ℃; for 0.25h;

DOI:10.1021/ol020071y

upstream raw materials:

Pentaethylene glycol

p-toluenesulfonyl chloride

Downstream raw materials:

C₆₆H₁₀₀O₂₄

2-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]ethanol

2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]ethanol

tert-butyl N-[2-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethoxy]ethyl]carbamate

Refernces

• 1、 Hounsou, Candide,Baehr, Corinne,Gasparik, Vincent,Alili, Doria,Belhocine, Abderazak,Rodriguez, Thiéric,Dupuis, Elodie,Roux, Thomas,Mann, André,Heissler, Denis,Pin, Jean-Philippe,Durroux, Thierry,Bonnet, Dominique,Hibert, Marcel. "From the Promiscuous Asenapine to Potent Fluorescent Ligands Acting at a Series of Aminergic G-Protein-Coupled Receptors". . p. 174 - 188. Retrieved 2018.
• 2、 Gaviln-Rubio, Helena,Coelho, Joo Paulo,Gonzlez-Rubio, Guillermo,Tardajos, Gloria,Barcina, Jos Oso,Salgado, Castor,Guerrero-Martnez, Andrs. "Thiol-Functionalized IGEPAL Surfactants as Novel Fluorescent Ligands for the Silica Coating of Gold Nanoparticles". . p. 249 - 256. Retrieved 2016.
• 3、 -. "TARGETED BIFUNCTIONAL DEGRADERS". Page/Page column 189. . Retrieved 2021/04/17.
• 4、 -. "HETEROBIFUNCTIONAL MOLECULES AS TEAD INHIBITORS". Paragraph 0275-0276; 0307-0308; 0456-0457; 0474-0475. . Retrieved 2021/09/11.