Benzyl-PEG2-Azide

Base Information

• Chemical Name: Benzyl-PEG2-Azide
• CAS No.: 1260001-87-3
• Molecular Formula: C₁₁H₁₅N₃O₂
• Molecular Weight: 221.259
• Mol file: 1260001-87-3.mol

Synonyms:

Chemical Property of Benzyl-PEG2-Azide

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Benzyl-PEG2-azide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: Benzyl-PEG2-azide is a PEG linker with an acid labile, benzyl protecting group. The azide can participate in copper-catalyzed Click Chemistry reactions with alkynes, DBCO and BCN moieties. The hydrophilic PEG linker increases the water solubility of the compound in aqueous media.

Technology Process of Benzyl-PEG2-Azide

There total 6 articles about Benzyl-PEG2-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: 91.0%

di(ethylene glycol)monobenzyl ether methanesulfonate (150272-33-6) → ((2-(2-azidoethoxy)ethoxy)methyl)benzene (1260001-87-3)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 70 ℃; for 24h; Inert atmosphere;

DOI:10.1039/c9md00185a

Reference yield:

2-<2-(phenylmethoxy)ethoxy>ethanol 4-methylbenzenesulfonate (98627-22-6) → ((2-(2-azidoethoxy)ethoxy)methyl)benzene (1260001-87-3)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 50 ℃; for 12h;

DOI:10.1021/ja00091a005

Reference yield:

diethylene glycol monobenzyl ether (2050-25-1,1201808-31-2) → ((2-(2-azidoethoxy)ethoxy)methyl)benzene (1260001-87-3)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 0 °C

2: sodium azide / dimethylformamide / 12 h / 50 °C

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

DOI:10.1021/ja00091a005

upstream raw materials:

2-<2-(phenylmethoxy)ethoxy>ethanol 4-methylbenzenesulfonate

diethylene glycol monobenzyl ether

benzyl bromide

di(ethylene glycol)monobenzyl ether methanesulfonate

Refernces

• 1、 Suthagar, Kajitha,Watson, Andrew J.A.,Wilkinson, Brendan L.,Fairbanks, Antony J.. "8034". . p. 153 - 166. Retrieved 2015/08/24.
• 2、 Jain, Ahamindra,Huang, Shaw G.,Whitesides, George M.. "Lack of effect of the length of oligoglycine- and oligo(ethylene glycol)-derived para-substituents on the affinity of benzenesulfonamides for carbonic anhydrase II in solution". . p. 5057 - 5062. Retrieved 2007/10/02.