N-(4-hydroxy-7-methoxy-6-((4-methoxyphenyl)ethynyl)-8-methyl-2-oxo-2H-chromen-3-yl)-2,2-dimethylchroman-6-carboxamide

Base Information

• Chemical Name: N-(4-hydroxy-7-methoxy-6-((4-methoxyphenyl)ethynyl)-8-methyl-2-oxo-2H-chromen-3-yl)-2,2-dimethylchroman-6-carboxamide
• CAS No.: 1620841-63-5
• Molecular Formula: C₃₂H₂₉NO₇
• Molecular Weight: 539.585
• Mol file: 1620841-63-5.mol

Synonyms:N-(4-hydroxy-7-methoxy-6-((4-methoxyphenyl)ethynyl)-8-methyl-2-oxo-2H-chromen-3-yl)-2,2-dimethylchroman-6-carboxamide

Chemical Property of N-(4-hydroxy-7-methoxy-6-((4-methoxyphenyl)ethynyl)-8-methyl-2-oxo-2H-chromen-3-yl)-2,2-dimethylchroman-6-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(4-hydroxy-7-methoxy-6-((4-methoxyphenyl)ethynyl)-8-methyl-2-oxo-2H-chromen-3-yl)-2,2-dimethylchroman-6-carboxamide

There total 4 articles about N-(4-hydroxy-7-methoxy-6-((4-methoxyphenyl)ethynyl)-8-methyl-2-oxo-2H-chromen-3-yl)-2,2-dimethylchroman-6-carboxamide 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: 55.0%

N-(6-bromo-4,7-dimethoxy-8-methyl-2-oxo-2H-chromen-3-yl)-2,2-dimethylchroman-6-carboxamide (1620841-73-7) + 4-methoxyphenylacetylen (768-60-5) → N-(4-hydroxy-7-methoxy-6-((4-methoxyphenyl)ethynyl)-8-methyl-2-oxo-2H-chromen-3-yl)-2,2-dimethylchroman-6-carboxamide (1620841-63-5)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine; In N,N-dimethyl-formamide; at 120 ℃; for 0.5h; Schlenk technique;

DOI:10.1016/j.ejmech.2014.06.067

Reference yield:

C22H20BrNO6 (1654766-44-5) → N-(4-hydroxy-7-methoxy-6-((4-methoxyphenyl)ethynyl)-8-methyl-2-oxo-2H-chromen-3-yl)-2,2-dimethylchroman-6-carboxamide (1620841-63-5)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere

2: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; triethylamine / N,N-dimethyl-formamide / 0.5 h / 120 °C / Schlenk technique

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium carbonate; triethylamine; triphenylphosphine; In N,N-dimethyl-formamide; 2: |Sonogashira Cross-Coupling;

DOI:10.1016/j.ejmech.2014.06.067

Reference yield:

cyclonovobiocic acid (31589-45-4) → N-(4-hydroxy-7-methoxy-6-((4-methoxyphenyl)ethynyl)-8-methyl-2-oxo-2H-chromen-3-yl)-2,2-dimethylchroman-6-carboxamide (1620841-63-5)

Guidance literature:

Multi-step reaction with 3 steps

1: N-methylpyrrolidin-2-one hydrotribromide / acetonitrile / 14 h / 80 °C

2: potassium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere

3: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; triethylamine / N,N-dimethyl-formamide / 0.5 h / 120 °C / Schlenk technique

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; N-methylpyrrolidin-2-one hydrotribromide; potassium carbonate; triethylamine; triphenylphosphine; In N,N-dimethyl-formamide; acetonitrile; 3: |Sonogashira Cross-Coupling;

DOI:10.1016/j.ejmech.2014.06.067

upstream raw materials:

N-(6-bromo-4,7-dimethoxy-8-methyl-2-oxo-2H-chromen-3-yl)-2,2-dimethylchroman-6-carboxamide

4-methoxyphenylacetylen

C₂₂H₂₀BrNO₆

cyclonovobiocic acid

Downstream raw materials:

3-(2,2-dimethylchroman-6-carboxamido)-7-methoxy-6-((4-methoxyphenyl)ethynyl)-8-methyl-2-oxo-2H-chromen-4-yl 4-methylbenzenesulfonate