Mal-PEG4-Acid

Base Information

• Chemical Name: Mal-PEG4-Acid
• CAS No.: 518044-41-2
• Molecular Formula: C₁₅H₂₃NO₈
• Molecular Weight: 345.35
• Mol file: 518044-41-2.mol

Synonyms:1-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-3,6,9,12-tetraoxapentadecan-15-oic acid

Chemical Property of Mal-PEG4-Acid

Chemical Property:

• Boiling Point: 520.1±50.0 °C(Predicted)
• PKA: 4.28±0.10(Predicted)
• Density: 1.268±0.06 g/cm3(Predicted)
• Solubility.: Soluble in Water, DCM

Purity/Quality:

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

Mal-PEG4-acid 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Mal-PEG4-acid is a PEG linker containing a maleimide group with a terminal carboxylic acid. The hydrophilic PEG spacer increases solubility in aqueous media. The maleimide group will react with a thiol group to form a covalent bond, enabling the connection of biomolecule with a thiol. The terminal carboxylic acid can react with primary amine groups in the presence of activators (e.g. EDC, or HATU) to form a stable amide bond.

Technology Process of Mal-PEG4-Acid

There total 3 articles about Mal-PEG4-Acid 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: 98.0%

tert-butyl 15-maleimido-4,7,10,13-tetraoxapentadecanoate (518044-36-5) → 1-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-3,6,9,12-tetraoxapentadecan-15-oic acid (518044-41-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

Reference yield:

tert-butyl 3-(2-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)propanoate (518044-32-1,892154-71-1) → 1-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-3,6,9,12-tetraoxapentadecan-15-oic acid (518044-41-2)

Guidance literature:

Multi-step reaction with 2 steps

1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 18 h / -70 - 20 °C

2: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

With di-isopropyl azodicarboxylate; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

Reference yield:

Tetraethylene glycol (112-60-7) → 1-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-3,6,9,12-tetraoxapentadecan-15-oic acid (518044-41-2)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium / tetrahydrofuran / 20 °C

2: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 18 h / -70 - 20 °C

3: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

With di-isopropyl azodicarboxylate; sodium; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

upstream raw materials:

tert-butyl 3-(2-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)propanoate

Tetraethylene glycol

tert-butyl 15-maleimido-4,7,10,13-tetraoxapentadecanoate

Downstream raw materials:

bis(4-methoxybenzyl) 3-(15-maleinimido-4,7,10,13-tetraoxapentadecanoyl)cyclobutane-1,1-dicarboxylate

Refernces