Propargyl-PEG4-t-butyl ester

Base Information

• Chemical Name: Propargyl-PEG4-t-butyl ester
• CAS No.: 1355197-66-8
• Molecular Formula: C₁₆H₂₈O₆
• Molecular Weight: 316.395
• Mol file: 1355197-66-8.mol

Synonyms:

Chemical Property of Propargyl-PEG4-t-butyl ester

Chemical Property:

• Solubility.: Soluble in DMSO, DCM, DMF

Purity/Quality:

98%,99%, ^*data from raw suppliers

Propargyl-Peg4-T-ButylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: Propargyl-PEG4-t-butyl ester enables the formation of a stable triazole linkage with azide compounds or biomolecules via copper catalyzed Click Chemistry reactions. The t-butyl protected carboxyl group can be hydrolyzed under acidic conditions.

Technology Process of Propargyl-PEG4-t-butyl ester

There total 2 articles about Propargyl-PEG4-t-butyl ester 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: 83.0%

tert-Butyl acrylate (1663-39-4,25232-27-3) + O-propargyl triethylene glycol (208827-90-1) → tert-butyl 3-(2-(2-(2-(prop-2-ynyloxy)ethoxy)ethoxy)ethoxy)propanoate (1355197-66-8)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.chembiol.2019.05.010

Reference yield:

2,2'-[1,2-ethanediylbis(oxy)]bisethanol (112-27-6) → tert-butyl 3-(2-(2-(2-(prop-2-ynyloxy)ethoxy)ethoxy)ethoxy)propanoate (1355197-66-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran / 0.17 h / 0 - 5 °C

1.2: 2 h / 20 °C

2.1: sodium / tetrahydrofuran / 3 h / 20 °C

With sodium; sodium hydride; In tetrahydrofuran;

Reference yield: 100.0%

tert-butyl 3-(2-(2-(2-(prop-2-ynyloxy)ethoxy)ethoxy)ethoxy)propanoate (1355197-66-8) → 3-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]propanoic acid (1421676-62-1)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.chembiol.2019.05.010

upstream raw materials:

tert-Butyl acrylate

O-propargyl triethylene glycol

2,2'-[1,2-ethanediylbis(oxy)]bisethanol

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