Azido-PEG1-CH2CO2tBu

Base Information

• Chemical Name: Azido-PEG1-CH2CO2tBu
• CAS No.: 1820717-35-8
• Molecular Formula: C₈H₁₅N₃O₃
• Molecular Weight: 201.225
• Mol file: 1820717-35-8.mol

Synonyms:

Chemical Property of Azido-PEG1-CH2CO2tBu

Chemical Property:

• Solubility.: Soluble in DCM, DMF

Purity/Quality:

99.3% ^*data from raw suppliers

tert-Butyl2-(2-azidoethoxy)acetate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: Azido-PEG1-CH2CO2-t-Bu is a azide (N3) containing PEG linker.The azide group can react with alkyne, BCN, DBCO via Click Chemistry to yield a stable triazole linkage. The t-butyl protected carboxyl group can be deprotected under acidic conditions.

Technology Process of Azido-PEG1-CH2CO2tBu

There total 5 articles about Azido-PEG1-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: 85.0%

tert-butyl 2-(2-[[(4-methylbenzene)sulfonyl]oxy]ethoxy)acetate (1643957-24-7) → 2-azidoethoxyacetic acid tert-butyl ester (1820717-35-8)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 100 ℃;

DOI:10.1021/acsmedchemlett.9b00025

Reference yield: 43.28%

2-azidoethanol (1517-05-1) + bromoacetic acid tert-butyl ester (5292-43-3) → 2-azidoethoxyacetic acid tert-butyl ester (1820717-35-8)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 3.66667h; Cooling with ice;

Reference yield:

bromoacetic acid tert-butyl ester (5292-43-3) → 2-azidoethoxyacetic acid tert-butyl ester (1820717-35-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium tert-butylate / tert-butyl alcohol / 0.5 h / 20 °C

1.2: 16 h / 10 - 20 °C

2.1: palladium 10% on activated carbon; hydrogen / ethanol / 24 h

3.1: dmap; triethylamine / dichloromethane / 20 °C

4.1: sodium azide / N,N-dimethyl-formamide / 100 °C

With dmap; sodium azide; palladium 10% on activated carbon; potassium tert-butylate; hydrogen; triethylamine; In ethanol; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1021/acsmedchemlett.9b00025

upstream raw materials:

2-azidoethanol

bromoacetic acid tert-butyl ester

2-(2-(benzyloxy)ethoxy)acetic acid tert-butyl ester

(2-hydroxyethoxy)acetic acid tert-butyl ester

Downstream raw materials:

tert-butyl 2-(2-aminoethoxy)acetate