ethyl 4-[1-(4-fluorobenzyl)-4,7-dimethoxy-1H-indol-3-yl]-2-hydroxy-4-oxobut-2-enoate

Base Information

• Chemical Name: ethyl 4-[1-(4-fluorobenzyl)-4,7-dimethoxy-1H-indol-3-yl]-2-hydroxy-4-oxobut-2-enoate
• CAS No.: 1064710-50-4
• Molecular Formula: C₂₃H₂₂FNO₆
• Molecular Weight: 427.429
• Mol file: 1064710-50-4.mol

Synonyms:ethyl 4-[1-(4-fluorobenzyl)-4,7-dimethoxy-1H-indol-3-yl]-2-hydroxy-4-oxobut-2-enoate

Chemical Property of ethyl 4-[1-(4-fluorobenzyl)-4,7-dimethoxy-1H-indol-3-yl]-2-hydroxy-4-oxobut-2-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 4-[1-(4-fluorobenzyl)-4,7-dimethoxy-1H-indol-3-yl]-2-hydroxy-4-oxobut-2-enoate

There total 4 articles about ethyl 4-[1-(4-fluorobenzyl)-4,7-dimethoxy-1H-indol-3-yl]-2-hydroxy-4-oxobut-2-enoate 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:

3-acetyl-1-(4-fluorobenzyl)-4,7-dimethoxy-1H-indole (1036765-54-4) + oxalic acid diethyl ester (95-92-1) → ethyl 4-[1-(4-fluorobenzyl)-4,7-dimethoxy-1H-indol-3-yl]-2-hydroxy-4-oxobut-2-enoate (1064710-50-4)

Guidance literature:

With sodium methylate; In tetrahydrofuran; at 50 ℃; for 0.0333333h; Microwave irradiation;

DOI:10.1016/j.ejmech.2010.12.012

Reference yield:

3-acetyl-4,7-dimethoxy-1H-indole (55099-13-3) → ethyl 4-[1-(4-fluorobenzyl)-4,7-dimethoxy-1H-indol-3-yl]-2-hydroxy-4-oxobut-2-enoate (1064710-50-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.03 h / 0 °C

1.2: 0.08 h / 50 °C / Microwave irradiation

2.1: sodium methylate / tetrahydrofuran / 0.03 h / 50 °C / Microwave irradiation

With sodium methylate; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2010.12.012

Reference yield:

4,7-dimethoxylindole (23876-39-3) → ethyl 4-[1-(4-fluorobenzyl)-4,7-dimethoxy-1H-indol-3-yl]-2-hydroxy-4-oxobut-2-enoate (1064710-50-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: trichlorophosphate / 12 h / 20 °C / Cooling with ice

2.1: sodium hydride / N,N-dimethyl-formamide / 0.03 h / 0 °C

2.2: 0.08 h / 50 °C / Microwave irradiation

3.1: sodium methylate / tetrahydrofuran / 0.03 h / 50 °C / Microwave irradiation

With sodium methylate; sodium hydride; trichlorophosphate; In tetrahydrofuran; N,N-dimethyl-formamide; 1.1: Vilsmeier-Haack reaction;

DOI:10.1016/j.ejmech.2010.12.012

upstream raw materials:

3-acetyl-1-(4-fluorobenzyl)-4,7-dimethoxy-1H-indole

oxalic acid diethyl ester

4,7-dimethoxylindole

3-acetyl-4,7-dimethoxy-1H-indole

Downstream raw materials:

4-[1-(4-fluorobenzyl)-4,7-dimethoxy-1H-indol-3-yl]-2-hydroxy-4-oxobut-2-enoic acid