1-(4-Bromo-benzyl)-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-2-methyl-1H-indole

Base Information

• Chemical Name: 1-(4-Bromo-benzyl)-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-2-methyl-1H-indole
• CAS No.: 200624-38-0
• Molecular Formula: C₂₃H₃₀BrNO₂Si
• Molecular Weight: 460.486
• Mol file: 200624-38-0.mol

Synonyms:1-(4-Bromo-benzyl)-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-2-methyl-1H-indole

Chemical Property of 1-(4-Bromo-benzyl)-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-2-methyl-1H-indole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(4-Bromo-benzyl)-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-2-methyl-1H-indole

There total 3 articles about 1-(4-Bromo-benzyl)-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-2-methyl-1H-indole 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: 84.0%

(4-Bromo-benzyl)-{2-[1-(tert-butyl-dimethyl-silanyloxy)-allyl]-4-methoxy-phenyl}-amine (200624-33-5) → 1-(4-Bromo-benzyl)-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-2-methyl-1H-indole (200624-38-0)

Guidance literature:

With potassium carbonate; p-benzoquinone; dichloro bis(acetonitrile) palladium(II); In tetrahydrofuran; for 22h; Ambient temperature;

DOI:10.1055/s-1997-1022

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 1-(4-Bromo-benzyl)-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-2-methyl-1H-indole (200624-38-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / Et₃N, 4-N,N-dimethylaminopyridine / CH₂Cl₂ / 24 h / Ambient temperature

2: 84 percent / K₂CO₃, benzoquinone / PdCl₂(CH₃CN)2 / tetrahydrofuran / 22 h / Ambient temperature

With dmap; potassium carbonate; triethylamine; p-benzoquinone; dichloro bis(acetonitrile) palladium(II); In tetrahydrofuran; dichloromethane;

DOI:10.1055/s-1997-1022

Reference yield:

1-[2-(4-Bromo-benzylamino)-5-methoxy-phenyl]-prop-2-en-1-ol → 1-(4-Bromo-benzyl)-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-2-methyl-1H-indole (200624-38-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / Et₃N, 4-N,N-dimethylaminopyridine / CH₂Cl₂ / 24 h / Ambient temperature

2: 84 percent / K₂CO₃, benzoquinone / PdCl₂(CH₃CN)2 / tetrahydrofuran / 22 h / Ambient temperature

With dmap; potassium carbonate; triethylamine; p-benzoquinone; dichloro bis(acetonitrile) palladium(II); In tetrahydrofuran; dichloromethane;

DOI:10.1055/s-1997-1022

upstream raw materials:

(4-Bromo-benzyl)-{2-[1-(tert-butyl-dimethyl-silanyloxy)-allyl]-4-methoxy-phenyl}-amine

tert-butyldimethylsilyl chloride