1-(3,5-dihydroxy-2-(5-hydroxy-2,9-dimethylchromeno[2,3,4-ij]isoquinolin-11-yl)phenyl)propan-2-one

Base Information

Chemical Name:1-(3,5-dihydroxy-2-(5-hydroxy-2,9-dimethylchromeno[2,3,4-ij]isoquinolin-11-yl)phenyl)propan-2-one
CAS No.:1316115-63-5
Molecular Formula:C₂₆H₂₁NO₅
Molecular Weight:427.456
Hs Code.:

Synonyms:1-(3,5-dihydroxy-2-(5-hydroxy-2,9-dimethylchromeno[2,3,4-ij]isoquinolin-11-yl)phenyl)propan-2-one

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Chemical Property of 1-(3,5-dihydroxy-2-(5-hydroxy-2,9-dimethylchromeno[2,3,4-ij]isoquinolin-11-yl)phenyl)propan-2-one

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Technology Process of 1-(3,5-dihydroxy-2-(5-hydroxy-2,9-dimethylchromeno[2,3,4-ij]isoquinolin-11-yl)phenyl)propan-2-one

There total 14 articles about 1-(3,5-dihydroxy-2-(5-hydroxy-2,9-dimethylchromeno[2,3,4-ij]isoquinolin-11-yl)phenyl)propan-2-one 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: 90.0%

: 1314138-38-9
1-(3,5-dimethoxy-2-(5-methoxy-2,9-dimethylchromeno[2,3,4-ij]isoquinolin-11-yl)phenyl)propan-2-one

: 1316115-63-5
1-(3,5-dihydroxy-2-(5-hydroxy-2,9-dimethylchromeno[2,3,4-ij]isoquinolin-11-yl)phenyl)propan-2-one

Guidance literature:: With Cyclohexyl iodide; In N,N-dimethyl-formamide; for 48h; Reflux; Inert atmosphere;
DOI:10.1021/ol201674a

Reference yield:

: C₁₉H₃₁BO₆

: 1316115-63-5
1-(3,5-dihydroxy-2-(5-hydroxy-2,9-dimethylchromeno[2,3,4-ij]isoquinolin-11-yl)phenyl)propan-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: hydrogenchloride / tetrahydrofuran; hexane; water

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane / 0.33 h / 20 °C / Inert atmosphere

2.2: 1 h / Inert atmosphere

2.3: 3 h / 80 °C / Inert atmosphere

3.1: caesium carbonate / dimethyl sulfoxide / 12 h / 90 °C

4.1: sulfuric acid / chloroform / 1 h / 60 °C

5.1: Cyclohexyl iodide / N,N-dimethyl-formamide / 48 h / Reflux; Inert atmosphere

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; Cyclohexyl iodide; sulfuric acid; caesium carbonate; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; chloroform; water; dimethyl sulfoxide; N,N-dimethyl-formamide; 2.1: Suzuki coupling / 2.2: Suzuki coupling / 2.3: Suzuki coupling / 4.1: Houben-Housch synthesis;
DOI:10.1021/ol201674a

Reference yield:

: C₁₆H₁₅ClO₄

: 1316115-63-5
1-(3,5-dihydroxy-2-(5-hydroxy-2,9-dimethylchromeno[2,3,4-ij]isoquinolin-11-yl)phenyl)propan-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: triethylamine / dichloromethane / 2 h / 0 - 20 °C

2: tetrahydrofuran; diethyl ether / 2 h / 0 °C

3: 5%-palladium/activated carbon; hydrogen / methanol / 12 h / 20 °C

4: toluene-4-sulfonic acid / benzene / 22 h / Reflux

5: caesium carbonate / dimethyl sulfoxide / 12 h / 90 °C

6: sulfuric acid / chloroform / 1 h / 60 °C

7: Cyclohexyl iodide / N,N-dimethyl-formamide / 48 h / Reflux; Inert atmosphere

With Cyclohexyl iodide; sulfuric acid; 5%-palladium/activated carbon; hydrogen; caesium carbonate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; chloroform; dimethyl sulfoxide; N,N-dimethyl-formamide; benzene; 3: Houben-Housch synthesis / 6: Houben-Housch synthesis;
DOI:10.1021/ol201674a