9-benzenesulfonyl-6,7-dimethoxy-2-(2-nitrobenzenesulfonyl)-2,3,4,9-tetrahydro-1H-β-carboline

Base Information

Chemical Name:9-benzenesulfonyl-6,7-dimethoxy-2-(2-nitrobenzenesulfonyl)-2,3,4,9-tetrahydro-1H-β-carboline
CAS No.:267666-41-1
Molecular Formula:C₂₅H₂₃N₃O₈S₂
Molecular Weight:557.605
Hs Code.:

Synonyms:9-benzenesulfonyl-6,7-dimethoxy-2-(2-nitrobenzenesulfonyl)-2,3,4,9-tetrahydro-1H-β-carboline

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Chemical Property of 9-benzenesulfonyl-6,7-dimethoxy-2-(2-nitrobenzenesulfonyl)-2,3,4,9-tetrahydro-1H-β-carboline

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Technology Process of 9-benzenesulfonyl-6,7-dimethoxy-2-(2-nitrobenzenesulfonyl)-2,3,4,9-tetrahydro-1H-β-carboline

There total 4 articles about 9-benzenesulfonyl-6,7-dimethoxy-2-(2-nitrobenzenesulfonyl)-2,3,4,9-tetrahydro-1H-β-carboline 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%

: 267666-35-3
9-benzenesulfonyl-7-methoxy-2-(2-nitrobenzenesulfonyl)-2,3,4,9-tetrahydro-1H-β-carbolin-6-ol

: 74-88-4
methyl iodide

: 267666-41-1
9-benzenesulfonyl-6,7-dimethoxy-2-(2-nitrobenzenesulfonyl)-2,3,4,9-tetrahydro-1H-β-carboline

Guidance literature:: With tetra-(n-butyl)ammonium iodide; potassium carbonate; In acetone; for 24h; Heating;
DOI:10.1021/jo9916176

Reference yield:

: 1694-92-4
2-Nitrobenzenesulfonyl chloride

: 267666-41-1
9-benzenesulfonyl-6,7-dimethoxy-2-(2-nitrobenzenesulfonyl)-2,3,4,9-tetrahydro-1H-β-carboline

Guidance literature:: Multi-step reaction with 4 steps

1.1: 88 percent / K₂CO₃ / H₂O; CHCl₃ / 10 h / 20 °C

2.1: p-TsOH*H₂O / 10 h

3.1: AlCl₃; Et₃N / diethyl ether / 20 °C

3.2: TiCl₄; Ti(OiPr)4 / CH₂Cl₂ / 10 h / -78 - 20 °C

3.3: 80 percent / aq. NH₄Cl / CH₂Cl₂ / 0.5 h

4.1: 76 percent / K₂CO₃; Bu₄NI / acetone / 24 h / Heating

With aluminium trichloride; tetra-(n-butyl)ammonium iodide; potassium carbonate; toluene-4-sulfonic acid; triethylamine; In diethyl ether; chloroform; water; acetone; 1.1: Substitution / 2.1: Addition / 3.1: Elimination / 3.2: cyclocondensation / 3.3: Elimination / 4.1: Methylation;
DOI:10.1021/jo9916176

Reference yield:

: 267666-12-6
1-(2-nitro-benzenesulfonyl)-piperidin-3-one

: 267666-41-1
9-benzenesulfonyl-6,7-dimethoxy-2-(2-nitrobenzenesulfonyl)-2,3,4,9-tetrahydro-1H-β-carboline

Guidance literature:: Multi-step reaction with 3 steps

1.1: p-TsOH*H₂O / 10 h

2.1: AlCl₃; Et₃N / diethyl ether / 20 °C

2.2: TiCl₄; Ti(OiPr)4 / CH₂Cl₂ / 10 h / -78 - 20 °C

2.3: 80 percent / aq. NH₄Cl / CH₂Cl₂ / 0.5 h

3.1: 76 percent / K₂CO₃; Bu₄NI / acetone / 24 h / Heating

With aluminium trichloride; tetra-(n-butyl)ammonium iodide; potassium carbonate; toluene-4-sulfonic acid; triethylamine; In diethyl ether; acetone; 1.1: Addition / 2.1: Elimination / 2.2: cyclocondensation / 2.3: Elimination / 3.1: Methylation;
DOI:10.1021/jo9916176