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

Base Information

Chemical Name:methyl 3-(2-(4-bromo-1-methyl-1H-indol-3-yl)propan-2-yl)-2-oxocyclohexanecarboxylate
CAS No.:863881-24-7
Molecular Formula:C₂₀H₂₄BrNO₃
Molecular Weight:406.319
Hs Code.:

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

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

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

There total 7 articles about methyl 3-(2-(4-bromo-1-methyl-1H-indol-3-yl)propan-2-yl)-2-oxocyclohexanecarboxylate 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:

: 863881-23-6
2-(2-(4-bromo-1-methyl-1H-indol-3-yl)propan-2-yl)cyclohexanone

: 17640-15-2
methyl cyanoformate

: 863881-24-7
methyl 3-(2-(4-bromo-1-methyl-1H-indol-3-yl)propan-2-yl)-2-oxocyclohexanecarboxylate

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 3h;
DOI:10.1021/ol051043t

Reference yield:

: 863881-22-5
2-(2-(4-bromo-1H-indol-3-yl)propan-2-yl)cyclohexanone

: 863881-24-7
methyl 3-(2-(4-bromo-1-methyl-1H-indol-3-yl)propan-2-yl)-2-oxocyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / aq. tetrabutylammonium hydroxide / benzene / 12 h / 20 °C

2: LDA; HMPA / tetrahydrofuran / 3 h / -78 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; tetra(n-butyl)ammonium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; benzene;
DOI:10.1021/ol051043t

Reference yield:

: 863881-19-0
1-[4-bromo-1-[(4-methylphenyl)sulfonyl]-1H-indol-3-yl]ethanone

: 863881-24-7
methyl 3-(2-(4-bromo-1-methyl-1H-indol-3-yl)propan-2-yl)-2-oxocyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 5 steps

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

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

3: 100 percent / KOH / ethanol / 1 h / 40 °C

4: 99 percent / aq. tetrabutylammonium hydroxide / benzene / 12 h / 20 °C

5: LDA; HMPA / tetrahydrofuran / 3 h / -78 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; tetra(n-butyl)ammonium hydroxide; titanium tetrachloride; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; toluene; benzene;
DOI:10.1021/ol051043t