t-Boc-N-Amido-PEG4-Azide

Base Information

• Chemical Name: t-Boc-N-Amido-PEG4-Azide
• CAS No.: 940951-99-5
• Molecular Formula: C₁₅H₃₀N₄O₆
• Molecular Weight: 362.426
• Mol file: 940951-99-5.mol

Synonyms:

Chemical Property of t-Boc-N-Amido-PEG4-Azide

Chemical Property:

Purity/Quality:

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

T-Boc-N-amido-PEG4-azide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: t-Boc-N-Amido-PEG4-azide is a N-Boc protected PEG reagent. It can react with alkyne, BCN, DBCO via Click Chemistry. The Boc group can be deprotected under mild acidic conditions to form the free amine.

Technology Process of t-Boc-N-Amido-PEG4-Azide

There total 4 articles about t-Boc-N-Amido-PEG4-Azide 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: 96.0%

2-[2-[2-[2-[2-(tert-butoxycarbonylamino)ethoxy]ethoxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate (1404111-69-8) → tert-butyl [2-(2-{2-[2-(2-azidoethoxy)ethoxy]ethoxy}ethoxy)ethyl]carbamate (940951-99-5)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 75 ℃; for 8h; Temperature; Inert atmosphere;

Reference yield:

triethylene glycol monobenzyl tosyl ether (84131-04-4) → tert-butyl [2-(2-{2-[2-(2-azidoethoxy)ethoxy]ethoxy}ethoxy)ethyl]carbamate (940951-99-5)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium hydride / N,N-dimethyl acetamide / 10 h / 0 - 5 °C / Inert atmosphere

2: hydrogen; palladium on activated charcoal; hydrogenchloride / ethanol; water / 10 h / 50 °C

3: triethylamine; dmap / dichloromethane / 9 h / Cooling with ice

4: sodium azide / N,N-dimethyl-formamide / 8 h / 75 °C / Inert atmosphere

With hydrogenchloride; dmap; sodium azide; palladium on activated charcoal; hydrogen; sodium hydride; triethylamine; In ethanol; dichloromethane; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide;

Reference yield:

[2-(2-{2-[2-(2-benzyloxyethoxy)ethoxy]ethoxy}ethoxy)ethyl]tritylamine → tert-butyl [2-(2-{2-[2-(2-azidoethoxy)ethoxy]ethoxy}ethoxy)ethyl]carbamate (940951-99-5)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogen; palladium on activated charcoal; hydrogenchloride / ethanol; water / 10 h / 50 °C

2: triethylamine; dmap / dichloromethane / 9 h / Cooling with ice

3: sodium azide / N,N-dimethyl-formamide / 8 h / 75 °C / Inert atmosphere

With hydrogenchloride; dmap; sodium azide; palladium on activated charcoal; hydrogen; triethylamine; In ethanol; dichloromethane; water; N,N-dimethyl-formamide;

upstream raw materials:

triethylene glycol monobenzyl tosyl ether

tert-butyl N-[2-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethoxy]ethyl]carbamate

2-[2-[2-[2-[2-(tert-butoxycarbonylamino)ethoxy]ethoxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate

Downstream raw materials:

tert-butyl N-[2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]ethyl]carbamate

Refernces