1,4-Epoxy-1H-carbazole-2,3-dicarboxylic acid, 4,9-dihydro-1,4-dimethyl-9-(phenylsulfonyl)-, dimethyl ester

Base Information

• Chemical Name: 1,4-Epoxy-1H-carbazole-2,3-dicarboxylic acid, 4,9-dihydro-1,4-dimethyl-9-(phenylsulfonyl)-, dimethyl ester
• CAS No.: 92399-38-7
• Molecular Formula: C24H21NO7S
• Molecular Weight: 467.499
• Mol file: 92399-38-7.mol

Synonyms:

Chemical Property of 1,4-Epoxy-1H-carbazole-2,3-dicarboxylic acid, 4,9-dihydro-1,4-dimethyl-9-(phenylsulfonyl)-, dimethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,4-Epoxy-1H-carbazole-2,3-dicarboxylic acid, 4,9-dihydro-1,4-dimethyl-9-(phenylsulfonyl)-, dimethyl ester

There total 12 articles about 1,4-Epoxy-1H-carbazole-2,3-dicarboxylic acid, 4,9-dihydro-1,4-dimethyl-9-(phenylsulfonyl)-, dimethyl ester 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: 100.0%

1,3-dimethyl-4-(phenylsulfonyl)-4H-furo[3,4-b]indole (89241-38-3) + dimethyl acetylenedicarboxylate (762-42-5) → Dimethyl 1,4-Epoxy-1,4-dimethyl-1,4-dihydro-5-(phenylsulfonyl)-2,3-carbazoledicarboxylate (92399-38-7)

Guidance literature:

In benzene; 1.) 1h, room temp., 2.) 5h, reflux;

DOI:10.1021/jo00197a039

Reference yield:

benzenesulfonyl chloride (98-09-9) → Dimethyl 1,4-Epoxy-1,4-dimethyl-1,4-dihydro-5-(phenylsulfonyl)-2,3-carbazoledicarboxylate (92399-38-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) lithium diisopropylamide / 1.) 1.5h, -70 deg C to room temp., 2.) -70 deg C to room temp.

3: brown MnO₂ / CHCl₃ / 26 h / Heating

4: anhydrous Na₂SO₄, trifluoroacetic acid / CH₂Cl₂ / 0.92 h / Heating

5: 100 percent / benzene / 1.) 1h, room temp., 2.) 5h, reflux

With manganese(IV) oxide; sodium sulfate; trifluoroacetic acid; lithium diisopropyl amide; In dichloromethane; chloroform; benzene;

DOI:10.1021/jo00197a039

Reference yield:

1-<1-(Phenylsulfonyl)-3-ethylindol-2-yl>ethanol (92399-33-2) → Dimethyl 1,4-Epoxy-1,4-dimethyl-1,4-dihydro-5-(phenylsulfonyl)-2,3-carbazoledicarboxylate (92399-38-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 90 percent / activated MnO₂ / CH₂Cl₂ / 16 h / Heating

2: 100 percent / N-bromosuccinimide / benzoyl peroxide / CCl₄ / 2.5 h / Heating

3: 96 percent / H₂O, sodium bicarbonate / tetrahydrofuran / 22.5 h

4: 99 percent / hexane; CH₂Cl₂ / 0.75 h / Heating

5: 100 percent / benzene / 1.) 1h, room temp., 2.) 5h, reflux

With manganese(IV) oxide; N-Bromosuccinimide; water; sodium hydrogencarbonate; dibenzoyl peroxide; In tetrahydrofuran; tetrachloromethane; hexane; dichloromethane; benzene;

DOI:10.1021/jo00197a039

upstream raw materials:

1,3-dimethyl-4-(phenylsulfonyl)-4H-furo[3,4-b]indole

dimethyl acetylenedicarboxylate

Indole-3-carboxaldehyde

1-(phenylsulfonyl)indole-3-carbaldehyde

Refernces