Aminoxy-PEG3-azide

Base Information

• Chemical Name: Aminoxy-PEG3-azide
• CAS No.: 1306615-51-9
• Molecular Formula: C₈H₁₈N₄O₄
• Molecular Weight: 234.255
• Mol file: 1306615-51-9.mol

Synonyms:O-(2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)hydroxylamine

Chemical Property of Aminoxy-PEG3-azide

Chemical Property:

Purity/Quality:

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

Aminoxy-PEG3-Azide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: Aminooxy-PEG3-azide is a crosslinker containing an aminooxy group and an azide group.The azide group is reactive with alkyne, BCN, DBCO via Click Chemistry to yield a stable triazole linkage. The aminooxy group can be used in bioconjugation. It reacts with an aldehyde to form an oxime bond. If a reductant is used, it will form a hydroxylamine linkage. Aminooxy compounds are very reactive and sensitive; they cannot be stored for long term. Immediate use (within 1 week) is highly recommended.
• Uses: Aminoxy-PEG3-Azide is a useful compound in the synthesis of tryptophan-folate conjugates. Polypeptide including a morpholino linker.

Technology Process of Aminoxy-PEG3-azide

There total 4 articles about Aminoxy-PEG3-azide 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 2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethoxycarbamate (1235514-15-4) → O-(2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)hydroxylamine (1306615-51-9)

Guidance literature:

With water; trifluoroacetic acid; at 20 ℃; for 1.5h;

DOI:10.1002/anie.201108130

Reference yield: 93.0%

2-(2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethoxy)isoindoline-1,3-dione (1379799-43-5) → O-(2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)hydroxylamine (1306615-51-9)

Guidance literature:

With ammonia; In methanol; at 40 ℃;

DOI:10.1021/ja303904e

Reference yield:

2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethanol (86770-67-4) → O-(2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)hydroxylamine (1306615-51-9)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 4 - 20 °C

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / diethyl ether / 4 - 20 °C

3: water; trifluoroacetic acid / 1.5 h / 20 °C

With water; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid; In diethyl ether; dichloromethane;

DOI:10.1002/anie.201108130

upstream raw materials:

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

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

11-azide-1-{(methylsulfonyl)oxy}-3,6,9-trioxaundecane

2-(2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethoxy)isoindoline-1,3-dione