2-benzo[1,3]dioxol-5-yl-6-isopropyl-4-(4-methoxy-phenyl)-2H-chromene-3-carboxylic acid methyl ester

Base Information

• Chemical Name: 2-benzo[1,3]dioxol-5-yl-6-isopropyl-4-(4-methoxy-phenyl)-2H-chromene-3-carboxylic acid methyl ester
• CAS No.: 1026418-59-6
• Molecular Formula: C₂₈H₂₆O₆
• Molecular Weight: 458.511
• Mol file: 1026418-59-6.mol

Synonyms:

Chemical Property of 2-benzo[1,3]dioxol-5-yl-6-isopropyl-4-(4-methoxy-phenyl)-2H-chromene-3-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-benzo[1,3]dioxol-5-yl-6-isopropyl-4-(4-methoxy-phenyl)-2H-chromene-3-carboxylic acid methyl ester

There total 5 articles about 2-benzo[1,3]dioxol-5-yl-6-isopropyl-4-(4-methoxy-phenyl)-2H-chromene-3-carboxylic acid methyl ester 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-formyl-6-isopropylchromone (49619-58-1) → 2-benzo[1,3]dioxol-5-yl-6-isopropyl-4-(4-methoxy-phenyl)-2H-chromene-3-carboxylic acid methyl ester (1026418-59-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: aq. NaClO₂; NH₂SO₃H / CH₂Cl₂ / 0.5 h / 0 °C

2.1: (COCl)2; DMF / CH₂Cl₂ / 1 h / 20 °C

3.1: CH₂Cl₂ / 0.25 h

4.1: CuI / tetrahydrofuran / 0.25 h / 20 °C

4.2: tetrahydrofuran / 1 h / 0 °C

5.1: NaH / dimethylformamide / 1 h / 0 °C

5.2: dimethylformamide / 3 h / 0 °C

6.1: Pd(Ph₃P)4; aq. Na₂CO₃; LiCl / 1,2-dimethoxy-ethane / 3 h / Heating

With sodium chlorite; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; aminosulfonic acid; sodium hydride; sodium carbonate; N,N-dimethyl-formamide; lithium chloride; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide; 6.1: Suzuki coupling;

DOI:10.1021/jm010382z

Reference yield:

6-isopropyl-4-oxo-4H-chromene-3-carbonyl chloride → 2-benzo[1,3]dioxol-5-yl-6-isopropyl-4-(4-methoxy-phenyl)-2H-chromene-3-carboxylic acid methyl ester (1026418-59-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: CH₂Cl₂ / 0.25 h

2.1: CuI / tetrahydrofuran / 0.25 h / 20 °C

2.2: tetrahydrofuran / 1 h / 0 °C

3.1: NaH / dimethylformamide / 1 h / 0 °C

3.2: dimethylformamide / 3 h / 0 °C

4.1: Pd(Ph₃P)4; aq. Na₂CO₃; LiCl / 1,2-dimethoxy-ethane / 3 h / Heating

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; sodium carbonate; lithium chloride; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide; 4.1: Suzuki coupling;

DOI:10.1021/jm010382z

Reference yield:

6-isopropyl-4-oxo-4H-chromene-3-carboxylic acid (76743-80-1) → 2-benzo[1,3]dioxol-5-yl-6-isopropyl-4-(4-methoxy-phenyl)-2H-chromene-3-carboxylic acid methyl ester (1026418-59-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: (COCl)2; DMF / CH₂Cl₂ / 1 h / 20 °C

2.1: CH₂Cl₂ / 0.25 h

3.1: CuI / tetrahydrofuran / 0.25 h / 20 °C

3.2: tetrahydrofuran / 1 h / 0 °C

4.1: NaH / dimethylformamide / 1 h / 0 °C

4.2: dimethylformamide / 3 h / 0 °C

5.1: Pd(Ph₃P)4; aq. Na₂CO₃; LiCl / 1,2-dimethoxy-ethane / 3 h / Heating

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; sodium hydride; sodium carbonate; N,N-dimethyl-formamide; lithium chloride; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide; 5.1: Suzuki coupling;

DOI:10.1021/jm010382z

upstream raw materials:

4-methoxyphenylboronic acid

2-benzo[1,3]dioxol-5-yl-6-isopropyl-4-trifluoromethanesulfonyloxy-2H-chromene-3-carboxylic acid methyl ester

3-formyl-6-isopropylchromone

6-isopropyl-4-oxo-4H-chromene-3-carboxylic acid