Tos-PEG3-CH2CO2tBu

Base Information

• Chemical Name: Tos-PEG3-CH2CO2tBu
• CAS No.: 882518-89-0
• Molecular Formula: C₁₇H₂₆O₇S
• Molecular Weight: 374.455
• Hs Code.: 2942000090
• Mol file: 882518-89-0.mol

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

Chemical Property of Tos-PEG3-CH2CO2tBu

Chemical Property:

• Solubility.: Soluble in DMSO, DCM, DMF

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: Tos-PEG3-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-PEG3-CH2CO2tBu

There total 6 articles about Tos-PEG3-CH2CO2tBu 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: 92.0%

tert-butyl 2-(2-(2-hydroxyethoxy)ethoxy)acetate (149299-82-1) + p-toluenesulfonyl chloride (98-59-9) → tert-butyl 2-[2-[2-(p-tolylsulfonyloxy)ethoxy]ethoxy]acetate (882518-89-0)

Guidance literature:

With pyridine; at 20 ℃; for 1h; Reagent/catalyst;

Reference yield: 83.9%

bromoacetic acid tert-butyl ester (5292-43-3) + 5-tosyloxy-3-oxapentanol (118591-58-5) → tert-butyl 2-[2-[2-(p-tolylsulfonyloxy)ethoxy]ethoxy]acetate (882518-89-0)

Guidance literature:

With tetrabutylammomium bromide; potassium hydroxide; In toluene; at 20 ℃;

Reference yield:

bromoacetic acid tert-butyl ester (5292-43-3) → tert-butyl 2-[2-[2-(p-tolylsulfonyloxy)ethoxy]ethoxy]acetate (882518-89-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / various solvent(s); tetrahydrofuran / 0.5 h / 0 °C

1.2: various solvent(s); tetrahydrofuran / 2 h / 20 °C

2.1: 1.8 g / diisopropylethylamine / CH₂Cl₂ / 4 h / 20 °C

With sodium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1039/b702961f

upstream raw materials:

tert-butyl 2-(2-(2-hydroxyethoxy)ethoxy)acetate

p-toluenesulfonyl chloride

bromoacetic acid tert-butyl ester

5-tosyloxy-3-oxapentanol

Downstream raw materials:

tert-butyl 2-(2-(2-azidoethoxy)ethoxy)acetate

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