7-benzyloxy-4-bromo-3-(tert-butyldimethylsilanyloxymethyl)isochromen-1-one

Base Information

• Chemical Name: 7-benzyloxy-4-bromo-3-(tert-butyldimethylsilanyloxymethyl)isochromen-1-one
• CAS No.: 1392119-25-3
• Molecular Formula: C₂₃H₂₇BrO₄Si
• Molecular Weight: 475.454
• Mol file: 1392119-25-3.mol

Synonyms:7-benzyloxy-4-bromo-3-(tert-butyldimethylsilanyloxymethyl)isochromen-1-one

Chemical Property of 7-benzyloxy-4-bromo-3-(tert-butyldimethylsilanyloxymethyl)isochromen-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-benzyloxy-4-bromo-3-(tert-butyldimethylsilanyloxymethyl)isochromen-1-one

There total 6 articles about 7-benzyloxy-4-bromo-3-(tert-butyldimethylsilanyloxymethyl)isochromen-1-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:

5-benzyloxy-2-[3-(tert-butyldimethylsilanyloxy)prop-1-ynyl]benzoic acid methyl ester (1392119-24-2) → 7-benzyloxy-4-bromo-3-(tert-butyldimethylsilanyloxymethyl)isochromen-1-one (1392119-25-3)

Guidance literature:

With copper(ll) bromide; dicyclohexylamine hydrochloride; In 1,2-dichloro-ethane; for 2h; Industry scale; Reflux;

Reference yield:

methyl 2-bromo-5-methoxybenzoate (35450-36-3) → 7-benzyloxy-4-bromo-3-(tert-butyldimethylsilanyloxymethyl)isochromen-1-one (1392119-25-3)

Guidance literature:

Multi-step reaction with 5 steps

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

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

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

4: 1H-imidazole / dichloromethane / 3 h / 20 °C

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

With 1H-imidazole; boron tribromide; potassium carbonate; triethylamine; copper(ll) bromide; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; dicyclohexylamine hydrochloride; In dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

Reference yield:

2-bromo-5-methoxy-benzoic acid (22921-68-2) → 7-benzyloxy-4-bromo-3-(tert-butyldimethylsilanyloxymethyl)isochromen-1-one (1392119-25-3)

Guidance literature:

Multi-step reaction with 6 steps

1: thionyl chloride / 12.5 h / 0 - 65 °C / Inert atmosphere

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

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

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

5: 1H-imidazole / dichloromethane / 3 h / 20 °C

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

With 1H-imidazole; thionyl chloride; boron tribromide; potassium carbonate; triethylamine; copper(ll) bromide; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; dicyclohexylamine hydrochloride; In dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

upstream raw materials:

methyl 2-bromo-5-methoxybenzoate

2-bromo-5-methoxy-benzoic acid

methyl 3-hydroxy-6-bromobenzoate

methyl 5-benzyloxy-2-bromobenzoate

Downstream raw materials:

7-benzyloxy-3-(tert-butyldimethylsilanyloxymethyl)-4-(5-methylchroman-6-yl)isochromen-1-one

7-benzyloxy-3-hydroxymethyl-2-methyl-4-(5-methylchroman-6-yl)-2H-isoquinolin-1-one

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

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