[7-benzyloxy-2-methyl-4-(5-methylchroman-6-yl)-1-oxo-1,2-dihydroisoquinolin-3-yl]trimethylsilanyloxyacetonitrile

Base Information

• Chemical Name: [7-benzyloxy-2-methyl-4-(5-methylchroman-6-yl)-1-oxo-1,2-dihydroisoquinolin-3-yl]trimethylsilanyloxyacetonitrile
• CAS No.: 1392119-32-2
• Molecular Formula: C₃₂H₃₄N₂O₄Si
• Molecular Weight: 538.718
• Mol file: 1392119-32-2.mol

Synonyms:[7-benzyloxy-2-methyl-4-(5-methylchroman-6-yl)-1-oxo-1,2-dihydroisoquinolin-3-yl]trimethylsilanyloxyacetonitrile

Chemical Property of [7-benzyloxy-2-methyl-4-(5-methylchroman-6-yl)-1-oxo-1,2-dihydroisoquinolin-3-yl]trimethylsilanyloxyacetonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [7-benzyloxy-2-methyl-4-(5-methylchroman-6-yl)-1-oxo-1,2-dihydroisoquinolin-3-yl]trimethylsilanyloxyacetonitrile

There total 10 articles about [7-benzyloxy-2-methyl-4-(5-methylchroman-6-yl)-1-oxo-1,2-dihydroisoquinolin-3-yl]trimethylsilanyloxyacetonitrile 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:

trimethylsilyl cyanide (7677-24-9) + 7-benzyloxy-2-methyl-4-(5-methylchroman-6-yl)-1-oxo-1,2-dihydroisoquinoline-3-carbaldehyde (1392119-30-0) → [7-benzyloxy-2-methyl-4-(5-methylchroman-6-yl)-1-oxo-1,2-dihydroisoquinolin-3-yl]trimethylsilanyloxyacetonitrile (1392119-32-2)

Guidance literature:

With zinc(II) iodide; In dichloromethane; at 20 ℃; for 0.75h;

Reference yield:

methyl 2-bromo-5-methoxybenzoate (35450-36-3) → [7-benzyloxy-2-methyl-4-(5-methylchroman-6-yl)-1-oxo-1,2-dihydroisoquinolin-3-yl]trimethylsilanyloxyacetonitrile (1392119-32-2)

Guidance literature:

Multi-step reaction with 9 steps

1.1: boron tribromide / dichloromethane / 24 h / -78 - 0 °C / Inert atmosphere

2.1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 20 °C / Inert atmosphere

3.1: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / 12 h / 20 - 50 °C / Inert atmosphere

4.1: 1H-imidazole / dichloromethane / 3 h / 20 °C

5.1: copper(ll) bromide / dicyclohexylamine hydrochloride / 1,2-dichloro-ethane / 2 h / Industry scale; Reflux

6.1: sodium carbonate / triphenylphosphine; palladium bis[bis(diphenylphosphino)ferrocene] dichloride / 1,4-dioxane; water / 12 h / Inert atmosphere; Reflux

7.1: ethanol / 1 h / 80 °C

7.2: pH 1 - 2

8.1: manganese(IV) oxide / dichloromethane / 2 h / 70 °C / Inert atmosphere

9.1: zinc(II) iodide / dichloromethane / 0.75 h / 20 °C

With 1H-imidazole; manganese(IV) oxide; boron tribromide; sodium carbonate; potassium carbonate; triethylamine; zinc(II) iodide; copper(ll) bromide; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; dicyclohexylamine hydrochloride; triphenylphosphine; In 1,4-dioxane; ethanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

Reference yield:

methyl 3-hydroxy-6-bromobenzoate (154607-00-8) → [7-benzyloxy-2-methyl-4-(5-methylchroman-6-yl)-1-oxo-1,2-dihydroisoquinolin-3-yl]trimethylsilanyloxyacetonitrile (1392119-32-2)

Guidance literature:

Multi-step reaction with 8 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 20 °C / Inert atmosphere

2.1: triethylamine / copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / 12 h / 20 - 50 °C / Inert atmosphere

3.1: 1H-imidazole / dichloromethane / 3 h / 20 °C

4.1: copper(ll) bromide / dicyclohexylamine hydrochloride / 1,2-dichloro-ethane / 2 h / Industry scale; Reflux

5.1: sodium carbonate / triphenylphosphine; palladium bis[bis(diphenylphosphino)ferrocene] dichloride / 1,4-dioxane; water / 12 h / Inert atmosphere; Reflux

6.1: ethanol / 1 h / 80 °C

6.2: pH 1 - 2

7.1: manganese(IV) oxide / dichloromethane / 2 h / 70 °C / Inert atmosphere

8.1: zinc(II) iodide / dichloromethane / 0.75 h / 20 °C

With 1H-imidazole; manganese(IV) oxide; sodium carbonate; potassium carbonate; triethylamine; zinc(II) iodide; copper(ll) bromide; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; dicyclohexylamine hydrochloride; triphenylphosphine; In 1,4-dioxane; ethanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

upstream raw materials:

methyl 2-bromo-5-methoxybenzoate

trimethylsilyl cyanide

7-benzyloxy-2-methyl-4-(5-methylchroman-6-yl)-1-oxo-1,2-dihydroisoquinoline-3-carbaldehyde

2-bromo-5-methoxy-benzoic acid