PEG7-t-butly ester

Base Information

• Chemical Name: PEG7-t-butly ester
• CAS No.: 361189-64-2
• Molecular Formula: C19H38O9
• Molecular Weight: 410.505
• Hs Code.: 2942000090
• Mol file: 361189-64-2.mol

Synonyms:PEG7-t-butly ester;Hydroxy-PEG6-t-butly ester;Hydroxy-PEG6-t-butyl ester

Chemical Property of PEG7-t-butly ester

Chemical Property:

• Boiling Point: 481.8±40.0 °C(Predicted)
• PKA: 14.36±0.10(Predicted)
• PSA: 101.91000
• Density: 1.076±0.06 g/cm3(Predicted)
• LogP: 0.81010
• Storage Temp.: -20°C

Purity/Quality:

97% ^*data from raw suppliers

HO-PEG6-CH2CH2COOtBu min.97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Hydroxy-PEG6-t-butyl ester is a PEG linker containing a hydroxyl group with a t-butyl ester. 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.
• Uses: This heterobifunctional, PEGylated crosslinker features a hydroxyl group at one end and t-butyl-protected carboxylic acid at the other, which can be deprotected with acidic conditions. The hydrophillic PEG linker facilitates solubility in biological applications. Hydroxy-PEG6-t-butyl ester can be used for bioconjugation or as a building block for synthesis of small molecules, conjugates of small molecules and/or biomolecules, or other tool compounds for chemical biology and medicinal chemistry that require ligation. Examples of applications include its synthetic incorporation into antibody-drug conjugates or roteolysis-targeting chimeras (PROTAC? molecules) for targeted protein degradation.

Technology Process of PEG7-t-butly ester

There total 1 articles about PEG7-t-butly 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: 65.0%

pentaethylene glycol (2615-15-8) + tert-Butyl acrylate (1663-39-4,25232-27-3) → tert-butyl 1-hydroxy-3,6,9,12,15,18-hexaoxahenicosan-21-oate (361189-64-2,892154-71-1)

Guidance literature:

pentaethylene glycol; With sodium; In tetrahydrofuran; at 20 ℃;

tert-Butyl acrylate; In tetrahydrofuran; at 20 ℃; for 16h;

Reference yield: 69.7%

tert-butyl 1-hydroxy-3,6,9,12,15,18-hexaoxahenicosan-21-oate (361189-64-2,892154-71-1) + p-toluenesulfonyl chloride (98-59-9) → tert-butyl 1-{[(4-methylphenyl)sulfonyl]oxy}-3,6,9,12,15,18-hexaoxahenicosan-21-oate (406213-75-0)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

Reference yield:

tert-butyl 1-hydroxy-3,6,9,12,15,18-hexaoxahenicosan-21-oate (361189-64-2,892154-71-1) → 3-[2-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoic acid (905954-28-1)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine / dichloromethane / 0 - 20 °C

2: sodium azide / N,N-dimethyl-formamide / 50 °C

3: triphenylphosphine / tetrahydrofuran; water / 20 °C

4: trifluoroacetic acid / dichloromethane / 1 h / 0 - 20 °C

With sodium azide; triethylamine; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;

upstream raw materials:

pentaethylene glycol

tert-Butyl acrylate

Downstream raw materials:

tert-butyl 1-amino-3,6,9,12,15,18-hexaoxahenicosan-21-oate

tert-butyl 1-azido-3,6,9,12,15,18-hexaoxahenicosan-21-oate

C₂₅H₄₅N₃O₁₀S

C₃₁H₄₄F₅N₃O₁₀S