13-Azido-2,5,8,11-tetraoxa-tridecane

Base Information

• Chemical Name: 13-Azido-2,5,8,11-tetraoxa-tridecane
• CAS No.: 606130-90-9
• Molecular Formula: C9H19N3O4
• Molecular Weight: 233.268
• Hs Code.: 29299090
• Mol file: 606130-90-9.mol

Synonyms:13-Azido-2,5,8,11-tetraoxa-tridecane;MeO-dPEG4)-N3;1-{2-[2-(2-Azidoethoxy)ethoxy]ethoxy}-2-methoxyethane;O-(2-Azidoethyl)-Oμ-methyl-triethylene glycol;m-PEG4-Azide

Chemical Property of 13-Azido-2,5,8,11-tetraoxa-tridecane

Chemical Property:

• Refractive Index: 1.4500 to 1.4540
• PSA: 86.67000
• LogP: 0.44566
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

mPEG4-N3 ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Description: m-PEG4-azide is a PEG reagent with an azide group. The azide group is reactive with alkyne, BCN, DBCO via Click Chemistry.

Technology Process of 13-Azido-2,5,8,11-tetraoxa-tridecane

There total 5 articles about 13-Azido-2,5,8,11-tetraoxa-tridecane 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%

2,5,8,11-tetraoxatridecan-13-ol tosylate (62921-76-0,58320-73-3) → 1-{2-[2-(2-azidoethoxy)ethoxy]ethoxy}-2-methoxyethane (606130-90-9,89485-61-0)

Guidance literature:

With sodium azide; In ethanol; for 2.5h; Reflux;

DOI:10.1039/b811002f

Reference yield: 99.0%

2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethanol (86770-67-4) + methyl iodide (74-88-4) → 1-{2-[2-(2-azidoethoxy)ethoxy]ethoxy}-2-methoxyethane (606130-90-9,89485-61-0)

Guidance literature:

2-[2-[2-(2-azidoethoxy)ethoxy]ethoxy]ethanol; With sodium hydride; In tetrahydrofuran; mineral oil; for 1h;

methyl iodide; In tetrahydrofuran; mineral oil; for 0.75h;

DOI:10.1021/acs.joc.0c00331

Reference yield:

tetraethylene glycol monomethyl ether (23783-42-8,95507-80-5) → 1-{2-[2-(2-azidoethoxy)ethoxy]ethoxy}-2-methoxyethane (606130-90-9,89485-61-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyridine / 24 h / 20 °C

1.2: 88 percent / H₂O / tetrahydrofuran / 24 h

2.1: 94 percent / NaN₃ / dimethylformamide / 6 h / 90 °C

With pyridine; sodium azide; In N,N-dimethyl-formamide;

DOI:10.1021/ja035558w

upstream raw materials:

2,5,8,11-tetraoxatridecan-13-ol tosylate

tetraethylene glycol monomethyl ether

Tetraethylene glycol

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

Downstream raw materials:

DOX-mPEG₄-GA₃

N,N-bis(tetraethyleneglycol-monomethylether)amine

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