7-methyl-4-(toluene-4-sulfonyl)-4,6,6a,7,8,9-hexahydro-indolo[4,3-fg]quinoline

Base Information

• Chemical Name: 7-methyl-4-(toluene-4-sulfonyl)-4,6,6a,7,8,9-hexahydro-indolo[4,3-fg]quinoline
• CAS No.: 339193-77-0
• Molecular Formula: C₂₂H₂₂N₂O₂S
• Molecular Weight: 378.495
• Mol file: 339193-77-0.mol

Synonyms:7-methyl-4-(toluene-4-sulfonyl)-4,6,6a,7,8,9-hexahydro-indolo[4,3-fg]quinoline

Chemical Property of 7-methyl-4-(toluene-4-sulfonyl)-4,6,6a,7,8,9-hexahydro-indolo[4,3-fg]quinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-methyl-4-(toluene-4-sulfonyl)-4,6,6a,7,8,9-hexahydro-indolo[4,3-fg]quinoline

There total 3 articles about 7-methyl-4-(toluene-4-sulfonyl)-4,6,6a,7,8,9-hexahydro-indolo[4,3-fg]quinoline 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: 86.0%

but-3-enyl-methyl-[5-methylene-1-(toluene-4-sulfonyl)-1,3,4,5-tetrahydro-benzo[cd]indol-4-yl]-amine (339193-75-8) → 7-methyl-4-(toluene-4-sulfonyl)-4,6,6a,7,8,9-hexahydro-indolo[4,3-fg]quinoline (339193-77-0)

Guidance literature:

With [Mo(=NC₆H₃-2,5-di-iPr)(=CHCMe₂Ph)(OCMe(CF₃)2)2]; In benzene; Heating;

DOI:10.1016/S0040-4039(01)00002-8

Reference yield:

methyl-[5-methylene-1-(toluene-4-sulfonyl)-1,3,4,5-tetrahydro-benzo[cd]indol-4-yl]-amine (339193-73-6) → 7-methyl-4-(toluene-4-sulfonyl)-4,6,6a,7,8,9-hexahydro-indolo[4,3-fg]quinoline (339193-77-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / Cs₂CO₃ / tetrahydrofuran / Heating

2: 86 percent / [Mo(=NC₆H₃-2,5-di-iPr)(=CHCMe₂Ph)(OCMe(CF₃)2)2] / benzene / Heating

With [Mo(=NC₆H₃-2,5-di-iPr)(=CHCMe₂Ph)(OCMe(CF₃)2)2]; caesium carbonate; In tetrahydrofuran; benzene;

DOI:10.1016/S0040-4039(01)00002-8

Reference yield:

methyl-[5-methylene-1-(toluene-4-sulfonyl)-1,3,4,5-tetrahydro-benzo[cd]indol-4-yl]-carbamic acid tert-butyl ester (339193-69-0) → 7-methyl-4-(toluene-4-sulfonyl)-4,6,6a,7,8,9-hexahydro-indolo[4,3-fg]quinoline (339193-77-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / TsOH / methanol

2: 89 percent / Cs₂CO₃ / tetrahydrofuran / Heating

3: 86 percent / [Mo(=NC₆H₃-2,5-di-iPr)(=CHCMe₂Ph)(OCMe(CF₃)2)2] / benzene / Heating

With [Mo(=NC₆H₃-2,5-di-iPr)(=CHCMe₂Ph)(OCMe(CF₃)2)2]; caesium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; benzene;

DOI:10.1016/S0040-4039(01)00002-8

upstream raw materials:

but-3-enyl-methyl-[5-methylene-1-(toluene-4-sulfonyl)-1,3,4,5-tetrahydro-benzo[cd]indol-4-yl]-amine

methyl-[5-methylene-1-(toluene-4-sulfonyl)-1,3,4,5-tetrahydro-benzo[cd]indol-4-yl]-amine

methyl-[5-methylene-1-(toluene-4-sulfonyl)-1,3,4,5-tetrahydro-benzo[cd]indol-4-yl]-carbamic acid tert-butyl ester

Downstream raw materials:

9,10-Didehydro-6-methylergolin