Benzyl-PEG5-Amine

Base Information

• Chemical Name: Benzyl-PEG5-Amine
• CAS No.: 86770-77-6
• Molecular Formula: C₁₇H₂₉NO₅
• Molecular Weight: 327.421
• Mol file: 86770-77-6.mol

Synonyms:2-(2-{2-[2-(2-Benzyloxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethylamine

Chemical Property of Benzyl-PEG5-Amine

Chemical Property:

• Solubility.: Soluble in Water, DMSO, DCM, DMF

Purity/Quality:

99% ^*data from raw suppliers

2-(2-{2-[2-(2-Benzyloxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethylamine >98 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: Benzyl-PEG5-amine is a PEG linker containing a benzyl protecting group and a free terminal amine. Benzyl groups are used to protect alcohol moieties and can be removed via hydrogenolysis. The primary amine can react with carboxylic acids, activated NHS esters and other carbonyl compounds. The hydrophilic PEG linkers increase the water solubility of a compound in aqueous media.

Technology Process of Benzyl-PEG5-Amine

There total 5 articles about Benzyl-PEG5-Amine 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: 76.0%

[2-(2-{2-[2-(2-Azido-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxymethyl]-benzene (86770-72-1) → 2-(2-{2-[2-(2-Benzyloxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethylamine (86770-77-6)

Guidance literature:

With formiate d'ammonium; palladium on activated charcoal; In methanol; Ambient temperature;

DOI:10.1016/S0040-4039(00)81722-0

Reference yield:

2-(2-{2-[2-(2-benzyloxyethoxy)ethoxy]ethoxy}ethoxy)ethanol (57671-28-0,1201808-31-2) → 2-(2-{2-[2-(2-Benzyloxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethylamine (86770-77-6)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 0 °C

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

3: 1.) PPh₃, 2.) H₂O / 1.) THF, RT, 12 h, 2.) RT, 12 h

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

DOI:10.1021/ja00091a005

Reference yield:

Pentaethylene glycol (4792-15-8) → 2-(2-{2-[2-(2-Benzyloxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethylamine (86770-77-6)

Guidance literature:

Multi-step reaction with 4 steps

1: NaH / tetrahydrofuran / 12 h / Ambient temperature

2: pyridine / 0 °C

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

4: 1.) PPh₃, 2.) H₂O / 1.) THF, RT, 12 h, 2.) RT, 12 h

With pyridine; sodium azide; water; sodium hydride; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/ja00091a005

upstream raw materials:

[2-(2-{2-[2-(2-Azido-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxymethyl]-benzene

Pentaethylene glycol

2-(2-{2-[2-(2-benzyloxyethoxy)ethoxy]ethoxy}ethoxy)ethanol

1-phenyl-2,5,8,11,14-pentaoxahexadecan-16-yl 4-methylbenzene-1-sulfonate

Refernces

• 1、 Gartiser, T.,Selve, C.,Delpuech, J.-J.. "REDUCTION D'AZIDES EN AMINES PAR LE FORMIATE D'AMMONIUM PAR "TRANSFERT D'HYDROGENE CATALYSE" (CTH)". . p. 1609 - 1610. Retrieved 2007/10/02.