Azido-PEG2-acid

Base Information

• Chemical Name: Azido-PEG2-acid
• CAS No.: 1312309-63-9
• Molecular Formula: C₇H₁₃N₃O₄
• Molecular Weight: 203.198
• Mol file: 1312309-63-9.mol

Synonyms:3-(2-(2-azidoethoxy)ethoxy)propanoic acid

Chemical Property of Azido-PEG2-acid

Chemical Property:

Purity/Quality:

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

9-Azido-4,7-dioxanonanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: Azido-PEG2-acid is a PEG linker containing an azide group with a terminal carboxylic acid. The hydrophilic PEG spacer increases solubility in aqueous media. The azide group can react with alkyne, BCN, DBCO via Click Chemistry to yield a stable triazole linkage. The terminal carboxylic acid can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond.

Technology Process of Azido-PEG2-acid

There total 6 articles about Azido-PEG2-acid 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: 100.0%

tert-butyl 3-(2-(2-azidoethoxy)ethoxy)propanoate (1271728-79-0) → 3-(2-(2-azidoethoxy)ethoxy)propanoic acid (1312309-63-9)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1.5h; Inert atmosphere;

DOI:10.1002/ejoc.201300236

Reference yield: 83.0%

2-methyl-2-propanyl 3-[2-(2-aminoethoxy)ethoxy]propanoate (756525-95-8,872340-65-3) → 3-(2-(2-azidoethoxy)ethoxy)propanoic acid (1312309-63-9)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 0.583333h;

Reference yield:

2-methyl-2-propanyl 3-[2-(2-hydroxyethoxy)ethoxy]propanoate (133803-81-3,892154-71-1) → 3-(2-(2-azidoethoxy)ethoxy)propanoic acid (1312309-63-9)

Guidance literature:

Multi-step reaction with 2 steps

1: diphenylphosphoranyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide; toluene / 48 h / 50 °C / Inert atmosphere

2: trifluoroacetic acid / dichloromethane / 2 h / 0 - 20 °C

With diphenylphosphoranyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/ja1083915

upstream raw materials:

tert-butyl 3-(2-(2-azidoethoxy)ethoxy)propanoate

2-methyl-2-propanyl 3-[2-(2-hydroxyethoxy)ethoxy]propanoate

9-(p-toluenesulfonyloxy)-3,6-diocanonanoic acid tert-butyl ester

tert-butyl 3-(2-(2-((methylsulfonyl)oxy)ethoxy)ethoxy)propanoate

Downstream raw materials:

C₁₀₁H₁₃₄N₂₈O₂₈

2,5-dioxopyrrolidin-1-yl-3 (2-(2-azidoethoxy)ethoxy)propanoate