methyl 3-(3,4-dimethoxyphenyl)-2-methyl-3-oxopropanoate

Base Information

• Chemical Name: methyl 3-(3,4-dimethoxyphenyl)-2-methyl-3-oxopropanoate
• CAS No.: 168165-94-4
• Molecular Formula: C₁₃H₁₆O₅
• Molecular Weight: 252.267
• Mol file: 168165-94-4.mol

Synonyms:methyl 3-(3,4-dimethoxyphenyl)-2-methyl-3-oxopropanoate

Chemical Property of methyl 3-(3,4-dimethoxyphenyl)-2-methyl-3-oxopropanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-(3,4-dimethoxyphenyl)-2-methyl-3-oxopropanoate

There total 2 articles about methyl 3-(3,4-dimethoxyphenyl)-2-methyl-3-oxopropanoate 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: 99.0%

methyl 3-(3,4-dimethoxyphenyl)-3-oxopropionate (74053-93-3) + methyl iodide (74-88-4) → methyl 3-(3,4-dimethoxyphenyl)-2-methyl-3-oxopropanoate (168165-94-4)

Guidance literature:

With potassium carbonate; In acetone; at 40 ℃; for 24h;

DOI:10.1021/ol400136y

Reference yield:

1-(3,4-dimethoxyphenyl)ethanone (1131-62-0) → methyl 3-(3,4-dimethoxyphenyl)-2-methyl-3-oxopropanoate (168165-94-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / tetrahydrofuran; mineral oil / 5 h / Reflux

2: potassium carbonate / acetone / 24 h / 40 °C

With sodium hydride; potassium carbonate; In tetrahydrofuran; acetone; mineral oil;

DOI:10.1021/ol400136y

Reference yield:

methyl 3-(3,4-dimethoxyphenyl)-2-methyl-3-oxopropanoate (168165-94-4) → S(-)-carbidopa (302-53-4,14585-65-0,28860-95-9,28875-92-5,31823-41-3)

Guidance literature:

Multi-step reaction with 5 steps

1: lithium hydroxide; (S)-3,3'-dibromo-1,1'-bi-2-naphthol / diethyl ether / 24 h / -23 °C / Inert atmosphere

2: trifluoroacetic acid / 6 h / 23 °C / Inert atmosphere

3: N-ethyl-N,N-diisopropylamine / 0.5 h / Inert atmosphere

4: trifluoroacetic acid; triethylsilane / 30 h / 23 - 35 °C

5: boron tribromide / dichloromethane / 24 h / -78 - 23 °C / Inert atmosphere

With triethylsilane; boron tribromide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; (S)-3,3'-dibromo-1,1'-bi-2-naphthol; lithium hydroxide; In diethyl ether; dichloromethane;

DOI:10.1016/j.tet.2017.08.015

upstream raw materials:

1-(3,4-dimethoxyphenyl)ethanone

methyl 3-(3,4-dimethoxyphenyl)-3-oxopropionate

methyl iodide

Downstream raw materials:

(+)-1-[(1S)-1-(3,4-dimethoxybenzoyl)-2-methoxy-1-methyl-2-oxoethyl]-1,2-hydrazinedicarboxylic acid 1,2-di-tert-butylester

(-)-1-[(1R)-1-(3,4-dimethoxybenzoyl)-2-methoxy-1-methyl-2-oxoethyl]-1,2-hydrazinedicarboxylic acid 1,2-di-tert-butylester

(S)-benzyl 2-(1-(3,4-dimethoxyphenyl)-3-methoxy-2-methyl-1,3-dioxopropan-2-yl)hydrazinecarboxylate

(+)-2-[(1S)-1-(3,4-dimethoxybenzoyl)-2-methoxy-1-methyl-2-oxoethyl]hydrazinecarboxylic acid benzyl ester