ethyl 4-azido-2-((2-(6-methoxy-1H-indol-3-yl)ethyl)amino)-2-(2-nitrophenyl)butanoate

Base Information

• Chemical Name: ethyl 4-azido-2-((2-(6-methoxy-1H-indol-3-yl)ethyl)amino)-2-(2-nitrophenyl)butanoate
• CAS No.: 1360548-50-0
• Molecular Formula: C₂₃H₂₆N₆O₅
• Molecular Weight: 466.497
• Mol file: 1360548-50-0.mol

Synonyms:ethyl 4-azido-2-((2-(6-methoxy-1H-indol-3-yl)ethyl)amino)-2-(2-nitrophenyl)butanoate

Chemical Property of ethyl 4-azido-2-((2-(6-methoxy-1H-indol-3-yl)ethyl)amino)-2-(2-nitrophenyl)butanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 4-azido-2-((2-(6-methoxy-1H-indol-3-yl)ethyl)amino)-2-(2-nitrophenyl)butanoate

There total 4 articles about ethyl 4-azido-2-((2-(6-methoxy-1H-indol-3-yl)ethyl)amino)-2-(2-nitrophenyl)butanoate 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: 100.0%

2-(6-methoxy-1H-indol-3-yl)acetaldehyde (1360548-49-7) + ethyl 2-amino-4-azido-2-(2-nitrophenyl)butanoate (1360548-47-5) → ethyl 4-azido-2-((2-(6-methoxy-1H-indol-3-yl)ethyl)amino)-2-(2-nitrophenyl)butanoate (1360548-50-0)

Guidance literature:

With sodium tris(acetoxy)borohydride; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ol300249y

Reference yield:

2-(6-methoxy-1H-indol-3-yl)ethan-1-ol (41340-31-2) → ethyl 4-azido-2-((2-(6-methoxy-1H-indol-3-yl)ethyl)amino)-2-(2-nitrophenyl)butanoate (1360548-50-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 5.5 h / 20 °C / Inert atmosphere

2: sodium tris(acetoxy)borohydride / dichloromethane / 1 h / 20 °C / Inert atmosphere

With sodium tris(acetoxy)borohydride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dichloromethane; dimethyl sulfoxide;

DOI:10.1021/ol300249y

Reference yield:

ortho-nitrofluorobenzene (1493-27-2,127723-77-7) → ethyl 4-azido-2-((2-(6-methoxy-1H-indol-3-yl)ethyl)amino)-2-(2-nitrophenyl)butanoate (1360548-50-0)

Guidance literature:

Multi-step reaction with 4 steps

1: caesium carbonate / dimethyl sulfoxide / 13.17 h / 20 °C / Inert atmosphere

2: sodium hydride / diethyl ether; N,N-dimethyl-formamide; mineral oil / 24 h / 20 °C / Inert atmosphere

3: hydrogenchloride / ethanol / 12 h / 20 °C

4: sodium tris(acetoxy)borohydride / dichloromethane / 1 h / 20 °C / Inert atmosphere

With hydrogenchloride; sodium tris(acetoxy)borohydride; sodium hydride; caesium carbonate; In diethyl ether; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/ol300249y

upstream raw materials:

ethyl 2-isocyano-2-(2-nitrophenyl)acetate

2-(6-methoxy-1H-indol-3-yl)acetaldehyde

ethyl 2-amino-4-azido-2-(2-nitrophenyl)butanoate

2-(6-methoxy-1H-indol-3-yl)ethan-1-ol

Downstream raw materials:

3-((2-(6-methoxy-1H-indol-3-yl)ethyl)amino)-3-(2-nitrophenyl)pyrrolidin-2-one

3-(2-aminophenyl)-3-((2-(6-methoxy-1H-indol-3-yl)ethyl)amino)pyrrolidin-2-one