N-[Anthracen-9-yl-[1-(tert-butyldimethylsilanyl)-1H-indol-3-yl]methyl]-4-methylbenzenesulfonamide

Base Information

• Chemical Name: N-[Anthracen-9-yl-[1-(tert-butyldimethylsilanyl)-1H-indol-3-yl]methyl]-4-methylbenzenesulfonamide
• CAS No.: 452897-63-1
• Molecular Formula: C₃₆H₃₈N₂O₂SSi
• Molecular Weight: 590.861
• Mol file: 452897-63-1.mol

Synonyms:N-[Anthracen-9-yl-[1-(tert-butyldimethylsilanyl)-1H-indol-3-yl]methyl]-4-methylbenzenesulfonamide

Chemical Property of N-[Anthracen-9-yl-[1-(tert-butyldimethylsilanyl)-1H-indol-3-yl]methyl]-4-methylbenzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[Anthracen-9-yl-[1-(tert-butyldimethylsilanyl)-1H-indol-3-yl]methyl]-4-methylbenzenesulfonamide

There total 5 articles about N-[Anthracen-9-yl-[1-(tert-butyldimethylsilanyl)-1H-indol-3-yl]methyl]-4-methylbenzenesulfonamide 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: 50.0%

→ N-[Anthracen-9-yl-[1-(tert-butyldimethylsilanyl)-1H-indol-3-yl]methyl]-4-methylbenzenesulfonamide (452897-63-1)

Guidance literature:

Reference yield: 49.0%

N-(p-tolylsulfonyl)-9-anthrylmethane imine (113515-68-7) + 3-bromo-1-(tert-butyl-dimethyl-silanyl)-1H-indole (153942-69-9) → N-[Anthracen-9-yl-[1-(tert-butyldimethylsilanyl)-1H-indol-3-yl]methyl]-4-methylbenzenesulfonamide (452897-63-1)

Guidance literature:

3-bromo-1-(tert-butyl-dimethyl-silanyl)-1H-indole; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃; for 0.25h;

N-(p-tolylsulfonyl)-9-anthrylmethane imine; In tetrahydrofuran; pentane; at -78 - 20 ℃; for 13h; Further stages.;

DOI:10.1021/jo020049i

Reference yield:

indole (120-72-9) → N-[Anthracen-9-yl-[1-(tert-butyldimethylsilanyl)-1H-indol-3-yl]methyl]-4-methylbenzenesulfonamide (452897-63-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-BuLi / hexane; tetrahydrofuran / 3 h / -50 - -10 °C

2.1: 8.71 g / NBS / hexane; tetrahydrofuran / 4 h / -78 - -50 °C

3.1: t-BuLi / pentane; tetrahydrofuran / 0.25 h / -78 °C

3.2: 49 percent / pentane; tetrahydrofuran / 13 h / -78 - 20 °C

With N-Bromosuccinimide; n-butyllithium; tert.-butyl lithium; In tetrahydrofuran; hexane; pentane;

DOI:10.1021/jo020049i

upstream raw materials:

N-(p-tolylsulfonyl)-9-anthrylmethane imine

3-bromo-1-(tert-butyl-dimethyl-silanyl)-1H-indole

indole

N-tert-butyldimethylsilylindole

Downstream raw materials:

[[(anthracen-9-yl)-[1-(tert-butyldimethylsilyl)-1H-indol-3-yl]methyl]-(toluene-4-sulfonyl)amino]acetic acid ethyl ester