methyl 2-((2-acetamido-5-methoxyphenyl)ethynyl)-4-methoxybenzoate

Base Information

Chemical Name:methyl 2-((2-acetamido-5-methoxyphenyl)ethynyl)-4-methoxybenzoate
CAS No.:1440546-89-3
Molecular Formula:C₂₀H₁₉NO₅
Molecular Weight:353.375
Hs Code.:

Synonyms:methyl 2-((2-acetamido-5-methoxyphenyl)ethynyl)-4-methoxybenzoate

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Chemical Property of methyl 2-((2-acetamido-5-methoxyphenyl)ethynyl)-4-methoxybenzoate

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Technology Process of methyl 2-((2-acetamido-5-methoxyphenyl)ethynyl)-4-methoxybenzoate

There total 11 articles about methyl 2-((2-acetamido-5-methoxyphenyl)ethynyl)-4-methoxybenzoate 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:

: 5470-65-5
3-bromo-4-nitrophenol

: 1440546-89-3
methyl 2-((2-acetamido-5-methoxyphenyl)ethynyl)-4-methoxybenzoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 0.33 h / 20 °C / Inert atmosphere

1.2: 2 h / 0 - 20 °C / Inert atmosphere

2.1: tin(II) chloride dihdyrate / ethyl acetate / 50 °C / Inert atmosphere

3.1: triphenylphosphine; copper(l) iodide; triethylamine / toluene / 0.08 h / 20 °C / Inert atmosphere

3.2: 24 h / 100 °C / Inert atmosphere

4.1: potassium carbonate / methanol / 0.5 h / 20 °C / Inert atmosphere

5.1: copper(l) iodide; triethylamine / toluene / 0.08 h / 20 °C / Inert atmosphere

5.2: 24 h / 100 °C / Inert atmosphere

6.1: methanol / 0.5 h / Inert atmosphere; Reflux

With copper(l) iodide; tin(II) chloride dihdyrate; potassium carbonate; triethylamine; triphenylphosphine; In methanol; ethyl acetate; N,N-dimethyl-formamide; toluene; 3.2: |Sonogashira Cross-Coupling;
DOI:10.1021/ol401197n

Reference yield:

: 98447-30-4
2-bromo-4-methoxy-1-nitrobenzene

: 1440546-89-3
methyl 2-((2-acetamido-5-methoxyphenyl)ethynyl)-4-methoxybenzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: tin(II) chloride dihdyrate / ethyl acetate / 50 °C / Inert atmosphere

2.1: triphenylphosphine; copper(l) iodide; triethylamine / toluene / 0.08 h / 20 °C / Inert atmosphere

2.2: 24 h / 100 °C / Inert atmosphere

3.1: potassium carbonate / methanol / 0.5 h / 20 °C / Inert atmosphere

4.1: copper(l) iodide; triethylamine / toluene / 0.08 h / 20 °C / Inert atmosphere

4.2: 24 h / 100 °C / Inert atmosphere

5.1: methanol / 0.5 h / Inert atmosphere; Reflux

With copper(l) iodide; tin(II) chloride dihdyrate; potassium carbonate; triethylamine; triphenylphosphine; In methanol; ethyl acetate; toluene; 2.2: |Sonogashira Cross-Coupling;
DOI:10.1021/ol401197n

Reference yield:

: 591-20-8
3-Bromophenol

: 1440546-89-3
methyl 2-((2-acetamido-5-methoxyphenyl)ethynyl)-4-methoxybenzoate

Guidance literature:: Multi-step reaction with 7 steps

1.1: sulfuric acid; sodium nitrate / water; ethanol / 20 - 30 °C / Inert atmosphere

2.1: potassium carbonate / N,N-dimethyl-formamide / 0.33 h / 20 °C / Inert atmosphere

2.2: 2 h / 0 - 20 °C / Inert atmosphere

3.1: tin(II) chloride dihdyrate / ethyl acetate / 50 °C / Inert atmosphere

4.1: triphenylphosphine; copper(l) iodide; triethylamine / toluene / 0.08 h / 20 °C / Inert atmosphere

4.2: 24 h / 100 °C / Inert atmosphere

5.1: potassium carbonate / methanol / 0.5 h / 20 °C / Inert atmosphere

6.1: copper(l) iodide; triethylamine / toluene / 0.08 h / 20 °C / Inert atmosphere

6.2: 24 h / 100 °C / Inert atmosphere

7.1: methanol / 0.5 h / Inert atmosphere; Reflux

With sodium nitrate; copper(l) iodide; tin(II) chloride dihdyrate; sulfuric acid; potassium carbonate; triethylamine; triphenylphosphine; In methanol; ethanol; water; ethyl acetate; N,N-dimethyl-formamide; toluene; 4.2: |Sonogashira Cross-Coupling;
DOI:10.1021/ol401197n