1-bromo-3-[7-methoxy-1-(toluene-4-sulfonyl)-1H-indol-4-yl]-butan-2-one

Base Information

Chemical Name:1-bromo-3-[7-methoxy-1-(toluene-4-sulfonyl)-1H-indol-4-yl]-butan-2-one
CAS No.:436097-25-5
Molecular Formula:C₂₀H₂₀BrNO₄S
Molecular Weight:450.353
Hs Code.:

1-bromo-3-[7-methoxy-1-(toluene-4-sulfonyl)-1<i>H</i>-indol-4-yl]-butan-2-one

Synonyms:1-bromo-3-[7-methoxy-1-(toluene-4-sulfonyl)-1H-indol-4-yl]-butan-2-one

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Chemical Property of 1-bromo-3-[7-methoxy-1-(toluene-4-sulfonyl)-1H-indol-4-yl]-butan-2-one

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Technology Process of 1-bromo-3-[7-methoxy-1-(toluene-4-sulfonyl)-1H-indol-4-yl]-butan-2-one

There total 12 articles about 1-bromo-3-[7-methoxy-1-(toluene-4-sulfonyl)-1H-indol-4-yl]-butan-2-one 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: 88.0%

: 436097-24-4
methanesulfonic acid 3-[7-methoxy-1-(toluene-4-sulfonyl)-1H-indol-4-yl]-2-oxo-butyl ester

: 436097-25-5
1-bromo-3-[7-methoxy-1-(toluene-4-sulfonyl)-1H-indol-4-yl]-butan-2-one

Guidance literature:: With lithium bromide; In acetone;
DOI:10.1016/S0040-4039(01)02331-0

Reference yield:

: 4920-77-8
3-methyl-2-nitrophenol

: 436097-25-5
1-bromo-3-[7-methoxy-1-(toluene-4-sulfonyl)-1H-indol-4-yl]-butan-2-one

Guidance literature:: Multi-step reaction with 11 steps

1: 98 percent / Br₂ / acetic acid / 6 h

2: 100 percent / K₂CO₃ / Heating

3: pyrrolidine / dimethylformamide / 14 h / 110 °C

4: NH₂NH₂*H₂O; Raney-Ni / methanol; tetrahydrofuran

5: 82 percent / nBuLi / tetrahydrofuran

6: 92 percent / nBuLi; BF₃*Et₂O; CuCN / tetrahydrofuran / -78 °C

7: 98 percent / nBu₄NF

8: 89 percent / NaH

9: 87 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -40 - 20 °C

10: 96 percent / Et₃N

11: 88 percent / LiBr / acetone

With pyrrolidine; n-butyllithium; oxalyl dichloride; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; bromine; nickel; sodium hydride; potassium carbonate; hydrazine hydrate; dimethyl sulfoxide; triethylamine; lithium bromide; In tetrahydrofuran; methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetone; 3: Batcho-Leimgruber indole synthesis / 9: Swern-oxidation;
DOI:10.1016/S0040-4039(01)02331-0

Reference yield:

: 85598-12-5
4-bromo-3-methyl-2-nitro-phenol

: 436097-25-5
1-bromo-3-[7-methoxy-1-(toluene-4-sulfonyl)-1H-indol-4-yl]-butan-2-one

Guidance literature:: Multi-step reaction with 10 steps

1: 100 percent / K₂CO₃ / Heating

2: pyrrolidine / dimethylformamide / 14 h / 110 °C

3: NH₂NH₂*H₂O; Raney-Ni / methanol; tetrahydrofuran

4: 82 percent / nBuLi / tetrahydrofuran

5: 92 percent / nBuLi; BF₃*Et₂O; CuCN / tetrahydrofuran / -78 °C

6: 98 percent / nBu₄NF

7: 89 percent / NaH

8: 87 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -40 - 20 °C

9: 96 percent / Et₃N

10: 88 percent / LiBr / acetone

With pyrrolidine; n-butyllithium; oxalyl dichloride; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; nickel; sodium hydride; potassium carbonate; hydrazine hydrate; dimethyl sulfoxide; triethylamine; lithium bromide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; 2: Batcho-Leimgruber indole synthesis / 8: Swern-oxidation;
DOI:10.1016/S0040-4039(01)02331-0