Hydroxy-PEG5-t-butyl acetate

Base Information

• Chemical Name: Hydroxy-PEG5-t-butyl acetate
• CAS No.: 1807530-05-7
• Molecular Formula: C₁₆H₃₂O₈
• Molecular Weight: 352.425
• Hs Code.: 2918999090
• Mol file: 1807530-05-7.mol

Synonyms:

Chemical Property of Hydroxy-PEG5-t-butyl acetate

Chemical Property:

• Boiling Point: 432.4±40.0 °C(Predicted)
• PKA: 14.36±0.10(Predicted)
• Density: 1.082±0.06 g/cm3(Predicted)
• Solubility.: Soluble in Water, DMSO, DCM, DMF

Purity/Quality:

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

[2-(2-{2-[2-(2-Hydroxyethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-acetic acid tert-butyl ester 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: Hydroxy-PEG5-CH2CO2tBu is a PEG linker containing a hydroxyl group with a t-butyl protected carboxyl group. The hydrophilic PEG spacer increases solubility in aqueous media. The hydroxyl group enables further derivatization or replacement with other reactive functional groups. The t-butyl protected carboxyl group can be deprotected under acidic conditions.

Technology Process of Hydroxy-PEG5-t-butyl acetate

There total 4 articles about Hydroxy-PEG5-t-butyl acetate 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: 29.0%

Pentaethylene glycol (4792-15-8) + bromoacetic acid tert-butyl ester (5292-43-3) → tert-butyl 17-hydroxy-3,6,9,12,15-pentaoxaheptadecan-1-oate (1807530-05-7)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/acs.jmedchem.7b00635

Reference yield:

2-(2-{2-[2-(2-benzyloxyethoxy)ethoxy]ethoxy}ethoxy)ethanol (57671-28-0,1201808-31-2) → tert-butyl 17-hydroxy-3,6,9,12,15-pentaoxaheptadecan-1-oate (1807530-05-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide; tetrabutylammomium bromide / dichloromethane / 16 h / 20 °C

2: palladium on activated charcoal; hydrogen / ethanol / 1 h / 20 °C

With palladium on activated charcoal; tetrabutylammomium bromide; hydrogen; sodium hydroxide; In ethanol; dichloromethane;

Reference yield:

tert-butyl 1-phenyl-2,5,8,11,14,17-hexaoxanonadecan-19-oate (1807537-31-0) → tert-butyl 17-hydroxy-3,6,9,12,15-pentaoxaheptadecan-1-oate (1807530-05-7)

Guidance literature:

With palladium on activated charcoal; hydrogen; In ethanol; at 20 ℃; for 1h;

upstream raw materials:

Pentaethylene glycol

bromoacetic acid tert-butyl ester

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

tert-butyl 1-phenyl-2,5,8,11,14,17-hexaoxanonadecan-19-oate

Downstream raw materials:

tert-butyl 17-azido-3,6,9,12,15-pentaoxaheptadecan-1-oate