Azido-PEG12-NHS ester

Base Information

• Chemical Name: Azido-PEG12-NHS ester
• CAS No.: 1610796-02-5
• Molecular Formula: C₁₃H₂₀N₄O₇
• Molecular Weight: 344.324
• Mol file: 1610796-02-5.mol

Synonyms:

Chemical Property of Azido-PEG12-NHS ester

Chemical Property:

Purity/Quality:

99.3% ^*data from raw suppliers

Azido-PEG12-NHS ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Azido-PEG12-NHS ester ester series of products contain an azide function on one end of a single molecular weight dPEG? spacer and a reactive group on the other end of the spacer. The dPEG? spacer is hydrophilic and non-immunogenic and improves the water solubility of the target molecule while reducing the immunogenicity and increasing the hydrodynamic volume of the target.

Technology Process of Azido-PEG12-NHS ester

There total 12 articles about Azido-PEG12-NHS 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: 86.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + 3-{2-[2-(2-azidoethoxy)-ethoxy]ethoxy}propanoic acid (1056024-94-2) → 2,5-dioxopyrrolidin-1-yl 3-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)propanoate (1610796-02-5)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; for 8h;

Reference yield: 82.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + 3-(2-(2-azidoethoxy)ethoxy)propanoic acid (1312309-63-9) → 2,5-dioxopyrrolidin-1-yl-3 (2-(2-azidoethoxy)ethoxy)propanoate (1610796-02-5)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; for 8h;

Reference yield:

2-methyl-2-propanyl 3-[2-(2-hydroxyethoxy)ethoxy]propanoate (133803-81-3,892154-71-1) → 2,5-dioxopyrrolidin-1-yl-3 (2-(2-azidoethoxy)ethoxy)propanoate (1610796-02-5)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / dichloromethane / 5.5 h

2: sodium azide / N,N-dimethyl acetamide / 4 h / 80 °C

3: hydrogenchloride / 1,4-dioxane; water / 0.58 h

4: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 8 h

With pyridine; hydrogenchloride; sodium azide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; dichloromethane; N,N-dimethyl acetamide; water;

upstream raw materials:

2-methyl-2-propanyl 3-[2-(2-hydroxyethoxy)ethoxy]propanoate

tert-butyl 3-(2-(2-((methylsulfonyl)oxy)ethoxy)ethoxy)propanoate

1-hydroxy-pyrrolidine-2,5-dione

3-(2-(2-azidoethoxy)ethoxy)propanoic acid

Downstream raw materials:

azido-PEG4-alkane-3',5'-cytidine-bisphosphate

Refernces

• 1、 -. "CROSS-LINKED PYRROLOBENZODIAZEPINE DIMER (PBD) DERIVATIVE AND ITS CONJUGATES". . . Retrieved 2020/01/31.
• 2、 -. "CONJUGATION OF A CYTOTOXIC DRUG WITH BIS-LINKAGE". . . Retrieved 2020/01/08.