Azido-dPEG4-acid

Base Information

• Chemical Name: Azido-dPEG4-acid
• CAS No.: 1056024-94-2
• Molecular Formula: C₉H₁₇N₃O₅
• Molecular Weight: 247.251
• Hs Code.: 2918999090
• Mol file: 1056024-94-2.mol

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

Chemical Property of Azido-dPEG4-acid

Chemical Property:

Purity/Quality:

99.3% ^*data from raw suppliers

Azido-peg3Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: Azido-PEG3-acid is a crosslinker containing an azide(N3) group with a carboxylic acid (CO2H). The terminal carboxylic acid is reactive with primary amine groups in the presence of activators (e.g. EDC, or HATU) forming a stable amide bond. The azide group enables Click Chemistry. The hydrophilic PEG spacer increases solubility in aqueous media.

Technology Process of Azido-dPEG4-acid

There total 6 articles about Azido-dPEG4-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 3-(2-(2-(2-azidoethoxyl)ethoxy)ethoxy)propanoate (252881-73-5) → 3-{2-[2-(2-azidoethoxy)-ethoxy]ethoxy}propanoic acid (1056024-94-2)

Guidance literature:

With sodium hydroxide; In methanol; at 40 ℃; for 1h;

DOI:10.1002/chem.201801823

Reference yield: 86.0%

3-{2-[2-(2-aminoethoxy)ethoxy]ethoxy}propanoic acid (784105-33-5) → 3-{2-[2-(2-azidoethoxy)-ethoxy]ethoxy}propanoic acid (1056024-94-2)

Guidance literature:

With Cupric sulfate; 1H-imidazole-1-sulfonyl azide hydrochloride; potassium carbonate; In methanol; at 20 ℃; for 6h;

DOI:10.3390/molecules27051615

Reference yield:

3-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-propionic acid tert-butyl ester (186020-66-6,892154-71-1) → 3-{2-[2-(2-azidoethoxy)-ethoxy]ethoxy}propanoic acid (1056024-94-2)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

2: sodium azide / N,N-dimethyl-formamide / 18 h / 50 °C / Inert atmosphere

3: sodium hydroxide / methanol / 1 h / 40 °C

With sodium azide; triethylamine; sodium hydroxide; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/chem.201801823

upstream raw materials:

tert-Butyl 3-(2-(2-(2-azidoethoxyl)ethoxy)ethoxy)propanoate

tert-butyl 3-(2-{2-[2-(methanesulphonyloxy)ethoxy]ethoxy}ethoxy)propanoate

3-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-propionic acid tert-butyl ester

tert-butyl 3-[2-[2-[2-(4-methylphenyl)sulfonyloxyethoxy]ethoxy]ethoxy]propanoate

Downstream raw materials:

C₅₅H₈₀N₄O₁₈

C₆₇H₁₁₇N₅O₇

C₉₄H₁₄₅N₅O₁₃

N-[2-(2,6-dioxopiperidin-3-yl)-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl]-3-{2-[2-(2-{[3-methoxy-4-({4-[(3-oxo-2,3-dihydro-1Hinden-4-yl)oxy]-5-(trifluoromethyl)pyrimidin-2-yl}amino)phenyl]-formamido}ethoxy)ethoxy]ethoxy}propanamide

Refernces

• 1、 Glaffig, Markus,Palitzsch, Bjoern,Hartmann, Sebastian,Schuell, Christoph,Nuhn, Lutz,Gerlitzki, Bastian,Schmitt, Edgar,Frey, Holger,Kunz, Horst. "A fully synthetic glycopeptide antitumor vaccine based on multiple antigen presentation on a hyperbranched polymer". . p. 4232 - 4236. Retrieved 2014.
• 2、 Boons, Geert-Jan,Bosman, Gerlof P.,Cramer, Dario A. T.,Giesbers, Koen C. A. P.,Heck, Albert J. R.,Henselijn, Anniek J.,Luijkx, Yvette M. C. A.,Reiding, Karli R.,Strijbis, Karin,Wennekes, Tom,van ‘t Veld, Esther M.. "Detection of Bacterial α-L-Fucosidases with an Ortho-Quinone Methide-Based Probe and Mapping of the Probe-Protein Adducts". . . Retrieved 2022/03/15.
• 3、 -. "CONJUGATION LINKERS CONTAINING 2,3-DIAMINOSUCCINYL GROUP". Page/Page column 182-183. . Retrieved 2020/05/19.