ethyl 2-((2,4-dimethoxybenzyl)(4-methoxyphenyl)carbamoyl)-3-hydroxybut-2-enoate

Base Information

• Chemical Name: ethyl 2-((2,4-dimethoxybenzyl)(4-methoxyphenyl)carbamoyl)-3-hydroxybut-2-enoate
• CAS No.: 1537188-68-3
• Molecular Formula: C₂₃H₂₇NO₇
• Molecular Weight: 429.47
• Mol file: 1537188-68-3.mol

Synonyms:ethyl 2-((2,4-dimethoxybenzyl)(4-methoxyphenyl)carbamoyl)-3-hydroxybut-2-enoate

Chemical Property of ethyl 2-((2,4-dimethoxybenzyl)(4-methoxyphenyl)carbamoyl)-3-hydroxybut-2-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 2-((2,4-dimethoxybenzyl)(4-methoxyphenyl)carbamoyl)-3-hydroxybut-2-enoate

There total 6 articles about ethyl 2-((2,4-dimethoxybenzyl)(4-methoxyphenyl)carbamoyl)-3-hydroxybut-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: 78.0%

ethyl 3-((2,4-dimethoxybenzyl)(4-methoxyphenyl)amino)-3-oxopropanoate (1537188-66-1) + acetyl chloride (75-36-5) → ethyl 2-((2,4-dimethoxybenzyl)(4-methoxyphenyl)carbamoyl)-3-hydroxybut-2-enoate (1537188-68-3)

Guidance literature:

ethyl 3-((2,4-dimethoxybenzyl)(4-methoxyphenyl)amino)-3-oxopropanoate; With sodium hydride; In tetrahydrofuran; acetonitrile; at 0 ℃; for 0.5h;

acetyl chloride; In tetrahydrofuran; acetonitrile; at 20 ℃; for 6h; Inert atmosphere;

Reference yield:

ethyl 3-((2,4-dimethoxybenzyl)(4-methoxyphenyl)amino)-3-oxopropanoate (1537188-66-1) + acetyl chloride (75-36-5) → ethyl 2-((2,4-dimethoxybenzyl)(4-methoxyphenyl)carbamoyl)-3-hydroxybut-2-enoate (1537188-68-3) + C23H27NO7 (1537188-67-2)

Guidance literature:

ethyl 3-((2,4-dimethoxybenzyl)(4-methoxyphenyl)amino)-3-oxopropanoate; With sodium hydride; In tetrahydrofuran; acetonitrile; mineral oil; at 0 - 20 ℃; for 0.25h;

acetyl chloride; In tetrahydrofuran; acetonitrile; mineral oil; at 0 - 20 ℃; for 4h; Overall yield = 78 %;

DOI:10.1021/jo4025539

Reference yield:

(2,4-dimethoxy-benzyl)-(4-methoxy-phenyl)-amine (3446-77-3) → ethyl 2-((2,4-dimethoxybenzyl)(4-methoxyphenyl)carbamoyl)-3-hydroxybut-2-enoate (1537188-68-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane / 0.5 h / 0 °C

2.1: sodium hydride / tetrahydrofuran; acetonitrile / 0.5 h / 0 °C

2.2: 6 h / 20 °C / Inert atmosphere

With sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; acetonitrile;

upstream raw materials:

(2,4-dimethoxy-benzyl)-(4-methoxy-phenyl)-amine

ethyl 3-((2,4-dimethoxybenzyl)(4-methoxyphenyl)amino)-3-oxopropanoate

acetyl chloride

ethyl chlorocarbonylacetate

Downstream raw materials:

1-(2,4-dimethoxybenzyl)-5-methoxy-2-[(triisopropylsilyl)oxy]-1H-indole-3-carboxylic acid ethyl ester