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

Base Information

• Chemical Name: (4-Bromo-benzyl)-{2-[1-(tert-butyl-dimethyl-silanyloxy)-allyl]-4-methoxy-phenyl}-amine
• CAS No.: 200624-33-5
• Molecular Formula: C₂₃H₃₂BrNO₂Si
• Molecular Weight: 462.502
• Mol file: 200624-33-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

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

tert-butyldimethylsilyl chloride (18162-48-6) + 1-[2-(4-Bromo-benzylamino)-5-methoxy-phenyl]-prop-2-en-1-ol → (4-Bromo-benzyl)-{2-[1-(tert-butyl-dimethyl-silanyloxy)-allyl]-4-methoxy-phenyl}-amine (200624-33-5)

Guidance literature:

With dmap; triethylamine; In dichloromethane; for 24h; Ambient temperature;

DOI:10.1055/s-1997-1022

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:

(4-Bromo-benzyl)-{2-[1-(tert-butyl-dimethyl-silanyloxy)-allyl]-4-methoxy-phenyl}-amine (200624-33-5) → 1-(4-Bromo-benzyl)-5-methoxy-2,2-dimethyl-1,2-dihydro-indol-3-one

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / K₂CO₃, benzoquinone / PdCl₂(CH₃CN)2 / tetrahydrofuran / 22 h / Ambient temperature

2: 14 percent / tetra-n-butylammonium fluoride / tetrahydrofuran

With tetrabutyl ammonium fluoride; potassium carbonate; p-benzoquinone; dichloro bis(acetonitrile) palladium(II); In tetrahydrofuran;

DOI:10.1055/s-1997-1022

upstream raw materials:

tert-butyldimethylsilyl chloride

Downstream raw materials:

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