5,11-Epoxy-5H-pyrido[4,3-b]carbazole, 6,11-dihydro-5,11-dimethyl-6-(phenylsulfonyl)-

Base Information

• Chemical Name: 5,11-Epoxy-5H-pyrido[4,3-b]carbazole, 6,11-dihydro-5,11-dimethyl-6-(phenylsulfonyl)-
• CAS No.: 92399-43-4
• Molecular Formula: C23H18N2O3S
• Molecular Weight: 402.474
• Mol file: 92399-43-4.mol

Synonyms:

Chemical Property of 5,11-Epoxy-5H-pyrido[4,3-b]carbazole, 6,11-dihydro-5,11-dimethyl-6-(phenylsulfonyl)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5,11-Epoxy-5H-pyrido[4,3-b]carbazole, 6,11-dihydro-5,11-dimethyl-6-(phenylsulfonyl)-

There total 13 articles about 5,11-Epoxy-5H-pyrido[4,3-b]carbazole, 6,11-dihydro-5,11-dimethyl-6-(phenylsulfonyl)- 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:

1,3-dimethyl-4-(phenylsulfonyl)-4H-furo[3,4-b]indole (89241-38-3) + 1-aminotriazolo<4,5-c>pyridine (23589-45-9) → 10-(Phenylsulfonyl)-5,11-epoxy-5,11-dimethyl-5,11-dihydropyrido<3.4-b>carbazole (92399-44-5) + 6-(Phenylsulfonyl)-5,11-epoxy-5,11-dimethyl-5,11-dihydropyrido<4.3-b>carbazole (92399-43-4)

Guidance literature:

With lead(IV) tetraacetate; In tetrahydrofuran; at 20 ℃; for 3.25h; Overall yield = 38 %; Overall yield = 0.465 g; Inert atmosphere;

DOI:10.3987/COM-18-S(F)6

Reference yield:

benzenesulfonyl chloride (98-09-9) → 6-(Phenylsulfonyl)-5,11-epoxy-5,11-dimethyl-5,11-dihydropyrido<4.3-b>carbazole (92399-43-4)

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: lead tetraacetate / tetrahydrofuran / 3 h / 20 °C

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

DOI:10.1021/jo00197a039

Reference yield:

1-<1-(Phenylsulfonyl)-3-ethylindol-2-yl>ethanol (92399-33-2) → 6-(Phenylsulfonyl)-5,11-epoxy-5,11-dimethyl-5,11-dihydropyrido<4.3-b>carbazole (92399-43-4)

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: lead tetraacetate / tetrahydrofuran / 3 h / 20 °C

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

DOI:10.1021/jo00197a039

upstream raw materials:

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

1-aminotriazolo<4.5-c>pyridine

Indole-3-carboxaldehyde

1-(phenylsulfonyl)indole-3-carbaldehyde

Downstream raw materials:

ellipticine

NSC-101152