2-(2-(4-bromo-1-tosyl-1H-indol-3-yl)propan-2-yl)cyclohexanone

Base Information

• Chemical Name: 2-(2-(4-bromo-1-tosyl-1H-indol-3-yl)propan-2-yl)cyclohexanone
• CAS No.: 863881-21-4
• Molecular Formula: C₂₄H₂₆BrNO₃S
• Molecular Weight: 488.445
• Mol file: 863881-21-4.mol

Synonyms:2-(2-(4-bromo-1-tosyl-1H-indol-3-yl)propan-2-yl)cyclohexanone

Chemical Property of 2-(2-(4-bromo-1-tosyl-1H-indol-3-yl)propan-2-yl)cyclohexanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(2-(4-bromo-1-tosyl-1H-indol-3-yl)propan-2-yl)cyclohexanone

There total 5 articles about 2-(2-(4-bromo-1-tosyl-1H-indol-3-yl)propan-2-yl)cyclohexanone 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: 76.0%

2-(4-bromo-1-tosyl-1H-indol-3-yl)propan-2-ol (863881-20-3) + 1-(Trimethylsilyloxy)cyclohexene (6651-36-1) → 2-(2-(4-bromo-1-tosyl-1H-indol-3-yl)propan-2-yl)cyclohexanone (863881-21-4)

Guidance literature:

With titanium tetrachloride; In dichloromethane; toluene; at -78 ℃; for 0.75h;

DOI:10.1021/ol051043t

Reference yield:

1-[4-bromo-1-[(4-methylphenyl)sulfonyl]-1H-indol-3-yl]ethanone (863881-19-0) → 2-(2-(4-bromo-1-tosyl-1H-indol-3-yl)propan-2-yl)cyclohexanone (863881-21-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / diethyl ether; tetrahydrofuran / 0.5 h / 0 °C

2: 76 percent / TiCl₄ / toluene; CH₂Cl₂ / 0.75 h / -78 °C

With titanium tetrachloride; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;

DOI:10.1021/ol051043t

Reference yield:

4-bromo-1H-indole (52488-36-5) → 2-(2-(4-bromo-1-tosyl-1H-indol-3-yl)propan-2-yl)cyclohexanone (863881-21-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / SnCl₄ / toluene / 2 h / 0 °C

2: 100 percent / (i-Pr)2NEt; DMAP / CH₂Cl₂ / 20 h / 20 °C

3: 84 percent / diethyl ether; tetrahydrofuran / 0.5 h / 0 °C

4: 76 percent / TiCl₄ / toluene; CH₂Cl₂ / 0.75 h / -78 °C

With dmap; titanium tetrachloride; tin(IV) chloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; 1: Friedel-Crafts reaction;

DOI:10.1021/ol051043t

upstream raw materials:

2-(4-bromo-1-tosyl-1H-indol-3-yl)propan-2-ol

1-(Trimethylsilyloxy)cyclohexene

1-[4-bromo-1-[(4-methylphenyl)sulfonyl]-1H-indol-3-yl]ethanone

4-bromo-1H-indole

Downstream raw materials:

2-(2-(4-bromo-1H-indol-3-yl)propan-2-yl)cyclohexanone

methyl 3-(2-(4-bromo-1-methyl-1H-indol-3-yl)propan-2-yl)-2-oxocyclohexanecarboxylate

2-(2-(4-bromo-1-methyl-1H-indol-3-yl)propan-2-yl)cyclohexanone