Bis-Mal-Lysine-PEG4-acid

Base Information

• Chemical Name: Bis-Mal-Lysine-PEG4-acid
• CAS No.: 1426164-52-4
• Molecular Formula: C₃₁H₄₅N₅O₁₃
• Molecular Weight: 695.724
• Mol file: 1426164-52-4.mol

Synonyms:

Chemical Property of Bis-Mal-Lysine-PEG4-acid

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Bis-Mal-Lysine-PEG4-acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: Bis-Mal-Lysine-PEG4-acid is a PEG linker with two maleimide groups which can react with thiols from pH ranges of 6.5 to 7.5 to from a thiolester bond. The terminal carboxylic acid can react with primary amines in the presence of activators such as EDC and HATU to form stable amide bonds. The hydrophilic PEG linker increases the water solubility of a compound in aqueous media.

Technology Process of Bis-Mal-Lysine-PEG4-acid

There total 5 articles about Bis-Mal-Lysine-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:

MAL-Lys(MAL)-dPEG4-TBE (1426164-51-3) → MAL-Lys(MAL)-dPEG4-acid (1426164-52-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; Cooling with ice;

Reference yield:

tert-butyl 3-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]propanoate (581065-95-4,872340-65-3) → MAL-Lys(MAL)-dPEG4-acid (1426164-52-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran; tert-butyl methyl ether / 0 - 20 °C / Inert atmosphere

2: palladium 10% on activated carbon; hydrogen / methanol / 5 - 55 °C

3: 2,6-dimethylpyridine / dichloromethane / 35 °C / Inert atmosphere

4: trifluoroacetic acid / dichloromethane / 20 °C / Cooling with ice

With 2,6-dimethylpyridine; palladium 10% on activated carbon; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; tert-butyl methyl ether;

Reference yield:

N,N'-di-[(phenylmethoxy)carbonyl]-L-lysine (405-39-0) → MAL-Lys(MAL)-dPEG4-acid (1426164-52-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran; tert-butyl methyl ether / 0 - 20 °C / Inert atmosphere

2: palladium 10% on activated carbon; hydrogen / methanol / 5 - 55 °C

3: 2,6-dimethylpyridine / dichloromethane / 35 °C / Inert atmosphere

4: trifluoroacetic acid / dichloromethane / 20 °C / Cooling with ice

With 2,6-dimethylpyridine; palladium 10% on activated carbon; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; tert-butyl methyl ether;

upstream raw materials:

tert-butyl 3-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]propanoate

N,N'-di-[(phenylmethoxy)carbonyl]-L-lysine

tert-butyl (S)-9-(((benzyloxy)carbonyl)amino)-3,10-dioxo-1-phenyl-2,14,17,20,23-pentaoxa-4,11-diazahexacosan-26-oate

tert-butyl (S)-18,22-diamino-17-oxo-4,7,10,13-tetraoxa-16-azadocosanoate

Downstream raw materials:

bis-maleimide-lysine-PEG₄-TFP