Tos-PEG5-CH2CO2t-butyl ester

Base Information

• Chemical Name: Tos-PEG5-CH2CO2t-butyl ester
• CAS No.: 169751-73-9
• Molecular Formula: C₂₁H₃₄O₉S
• Molecular Weight: 462.562
• Mol file: 169751-73-9.mol

Synonyms:tert-butyl 2-[2-[2-[2-[2-(p-tolylsulfonyloxy)ethoxy]ethoxy]ethoxy]ethoxy]acetate

Chemical Property of Tos-PEG5-CH2CO2t-butyl ester

Chemical Property:

• Boiling Point: 550.0±50.0 °C(Predicted)
• Density: 1.163±0.06 g/cm3(Predicted)

Purity/Quality:

97% ^*data from raw suppliers

[2-(2-{2-[2-(Toluene-4-sulfonyloxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-acetic acid tert-butyl ester 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: Tos-PEG5-CH2CO2tBu is a PEG linker containing a t-butyl ester and a tosyl group. The hydrophilic PEG spacer increases solubility in aqueous media. The t-butyl protected carboxyl group can be deprotected under acidic conditions. The tosyl group is a very good leaving group for nucleophilic substitution reactions.

Technology Process of Tos-PEG5-CH2CO2t-butyl ester

There total 12 articles about Tos-PEG5-CH2CO2t-butyl ester 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: 93.33%

p-toluenesulfonyl chloride (98-59-9) + tert-butyl 14-hydroxy-3,6,9,12-tetraoxatetradecan-1-oate (169751-72-8) → tert-butyl 2-[2-[2-[2-[2-(p-tolylsulfonyloxy)ethoxy]ethoxy]ethoxy]ethoxy]acetate (169751-73-9)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃; for 16h;

Reference yield: 74.0%

bromoacetic acid tert-butyl ester (5292-43-3) + p-toluenesulfonic acid 2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl ester (77544-60-6) → tert-butyl 2-[2-[2-[2-[2-(p-tolylsulfonyloxy)ethoxy]ethoxy]ethoxy]ethoxy]acetate (169751-73-9)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 15h;

Reference yield: 66.0%

→ tert-butyl 2-[2-[2-[2-[2-(p-tolylsulfonyloxy)ethoxy]ethoxy]ethoxy]ethoxy]acetate (169751-73-9)

Guidance literature:

upstream raw materials:

p-toluenesulfonyl chloride

tert-butyl 14-hydroxy-3,6,9,12-tetraoxatetradecan-1-oate

Tetraethylene glycol

bromoacetic acid tert-butyl ester

Downstream raw materials:

C₃₁H₅₄O₉