Azide-PEG6-Tos

Base Information

• Chemical Name: Azide-PEG6-Tos
• CAS No.: 906007-10-1
• Molecular Formula: C₁₉H₃₁N₃O₈S
• Molecular Weight: 461.536
• Mol file: 906007-10-1.mol

Synonyms:2[-2-(2-{2-[2-(2-azido-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethyl p-tosylate

Chemical Property of Azide-PEG6-Tos

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Azide-PEG6-Tos 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

• Description: Azide-PEG6-Tos consist of an azide group and a tosyl group. 6 PEG units increases solubility in aqueous media. The azide(N3) group can react with alkyne, BCN, DBCO via Click Chemistry to yield a stable triazole linkage. The tosyl group is a good leaving group for nucleophilic substitution reactions.

Technology Process of Azide-PEG6-Tos

There total 8 articles about Azide-PEG6-Tos 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%

17-azido-3,6,9,12,15-pentaoxaheptadecan-1-ol (86770-69-6) + p-toluenesulfonyl chloride (98-59-9) → 2[-2-(2-{2-[2-(2-azido-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethyl p-tosylate (906007-10-1)

Guidance literature:

With potassium hydroxide; In dichloromethane; at 0 - 20 ℃; for 8h;

DOI:10.1002/cmdc.202000466

Reference yield: 80.0%

toluene-4-sulfonic acid 2-[2-(2-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethyl ester (42749-28-0) → 2[-2-(2-{2-[2-(2-azido-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethyl p-tosylate (906007-10-1)

Guidance literature:

toluene-4-sulfonic acid 2-[2-(2-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethyl ester; With sodium azide; In N,N-dimethyl-formamide; at 90 ℃;

With triethylamine; p-toluenesulfonyl chloride; In dichloromethane; at 0 - 20 ℃;

DOI:10.1002/chem.201804826

Reference yield: 59.0%

2-[2-(2-azidoethoxy)ethoxy]ethanol (86520-52-7) + triethylene glycol di-(p-toluenesulfonate) (19249-03-7) → 2[-2-(2-{2-[2-(2-azido-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethyl p-tosylate (906007-10-1)

Guidance literature:

With sodium hydride; In mineral oil; at 20 ℃; for 1.5h; Inert atmosphere;

DOI:10.1039/c1ob05040k

upstream raw materials:

17-azido-3,6,9,12,15-pentaoxaheptadecan-1-ol

p-toluenesulfonyl chloride

2-[2-(chloroethoxy)ethoxy]ethanol

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

Downstream raw materials:

1-azido-17-(4'-hydroxymethyl-2'-methoxy-5'-nitrophenoxy)-3,6,9,12,15-pentaoxaheptadecane

methyl-4-{2[-2-(2-{2-[2-(2-azido-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethyl}-3,5-bis[2-(2-{2-[2-(2-methoxyethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-benzoate

C₂₅H₃₆F₄N₄O₁₁S

17-azido-1-bromo-3,6,9,12,15-pentaoxaheptadecane

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