15-Azido-4,7,10,13-tetraoxapentadecanoic acid

Base Information

• Chemical Name: 15-Azido-4,7,10,13-tetraoxapentadecanoic acid
• CAS No.: 1257063-35-6
• Molecular Formula: C₁₁H₂₁N₃O₆
• Molecular Weight: 291.304
• Hs Code.: 29270000
• Mol file: 1257063-35-6.mol

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

Chemical Property of 15-Azido-4,7,10,13-tetraoxapentadecanoic acid

Chemical Property:

• Storage Temp.: -20°C

Purity/Quality:

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

15-Azido-4,7,10,13-tetraoxapentadecanoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Azido-PEG4-acid is a very popular PEG reagent 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.
• Uses: Azido-PEG4-Acid is amine- or phosphine-reactive building block used to derivative primary amines for ligation to alkyne-tagged molecules.

Technology Process of 15-Azido-4,7,10,13-tetraoxapentadecanoic acid

There total 6 articles about 15-Azido-4,7,10,13-tetraoxapentadecanoic 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: 99.0%

tert-butyl 1-azido-3,6,9,12-tetraoxapentadecan-15-oate (581066-04-8) → 3-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]propanoic acid (1257063-35-6)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1039/C8OB02097C

Reference yield: 62.0%

15-azido-4,7,10,13-tetraoxa-1-((triisopropylsilyl)oxy)pentadecane → 3-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]propanoic acid (1257063-35-6)

Guidance literature:

With Jones reagent; In acetone; at 20 ℃; for 0.75h; Inert atmosphere;

DOI:10.1016/j.ejmech.2020.112574

Reference yield:

Tetraethylene glycol (112-60-7) → 3-[2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethoxy]propanoic acid (1257063-35-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium / tetrahydrofuran / 20 °C

2.1: methanesulfonyl chloride; triethylamine / tetrahydrofuran / 0 - 20 °C

2.2: 0.33 h / 20 °C

3.1: trifluoroacetic acid / dichloromethane / 1.5 h / 20 °C

With sodium; methanesulfonyl chloride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

upstream raw materials:

tert-butyl 1-azido-3,6,9,12-tetraoxapentadecan-15-oate

Tetraethylene glycol

p-toluenesulfonic acid 2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl ester

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

Downstream raw materials:

3-[2-(2-{2-[2-(2-aminoethoxy)ethoxy]ethoxy}ethoxy)ethoxy]propanoic acid

C₆₃H₉₀N₁₀O₁₈

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