3,4-diallyl-2-(4-methoxybenzyl)-10-methyl-3,4-dihydroazepino[3,4-b]indole-1,5(2H,10H)-dione

Base Information

Chemical Name:3,4-diallyl-2-(4-methoxybenzyl)-10-methyl-3,4-dihydroazepino[3,4-b]indole-1,5(2H,10H)-dione
CAS No.:794547-89-0
Molecular Formula:C₂₇H₂₈N₂O₃
Molecular Weight:428.531
Hs Code.:

Synonyms:3,4-diallyl-2-(4-methoxybenzyl)-10-methyl-3,4-dihydroazepino[3,4-b]indole-1,5(2H,10H)-dione

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Chemical Property of 3,4-diallyl-2-(4-methoxybenzyl)-10-methyl-3,4-dihydroazepino[3,4-b]indole-1,5(2H,10H)-dione

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Technology Process of 3,4-diallyl-2-(4-methoxybenzyl)-10-methyl-3,4-dihydroazepino[3,4-b]indole-1,5(2H,10H)-dione

There total 6 articles about 3,4-diallyl-2-(4-methoxybenzyl)-10-methyl-3,4-dihydroazepino[3,4-b]indole-1,5(2H,10H)-dione 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:

: 762-72-1
allyl-trimethyl-silane

: 794547-86-7
4-allyl-2-(4-methoxybenzyl)-10-methylazepino[3,4-b]indole-1,5(2H,10H)-1,5-dione

: 794547-89-0
3,4-diallyl-2-(4-methoxybenzyl)-10-methyl-3,4-dihydroazepino[3,4-b]indole-1,5(2H,10H)-dione

Guidance literature:: With titanium tetrachloride; In dichloromethane; at -40 - 20 ℃; for 15h;
DOI:10.1016/j.tet.2004.07.069

Reference yield:

: 614735-34-1
2-(4-methoxybenzyl)-10-methyl-1,2,3,4,5,10-hexahydroazepino[3,4-b]indole-1,5-dione

: 794547-89-0
3,4-diallyl-2-(4-methoxybenzyl)-10-methyl-3,4-dihydroazepino[3,4-b]indole-1,5(2H,10H)-dione

Guidance literature:: Multi-step reaction with 6 steps

1: 92 percent / LiHMDS / tetrahydrofuran / 0.25 h / -78 °C

2: 92 percent / K₂CO₃ / acetone / 24 h / Heating

3: 98 percent / LiOH*H₂O / ethanol; H₂O / 0.5 h / Heating

4: LiHMDS; Br₂ / tetrahydrofuran / 0.17 h / -78 °C

5: DBU / dimethylformamide / 2 h / 20 °C

6: TiCl₄ / CH₂Cl₂ / 15 h / -40 - 20 °C

With lithium hydroxide; bromine; titanium tetrachloride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; 6: Sakurai allylation;
DOI:10.1016/j.tet.2004.07.069

Reference yield:

: 794547-77-6
4-allyl-2-(4-methoxybenzyl)-10-methyl-3,4-dihydroazepino[3,4-b]indole-1,5(2H,10H)-1,5-dione

: 794547-89-0
3,4-diallyl-2-(4-methoxybenzyl)-10-methyl-3,4-dihydroazepino[3,4-b]indole-1,5(2H,10H)-dione

Guidance literature:: Multi-step reaction with 3 steps

1: LiHMDS; Br₂ / tetrahydrofuran / 0.17 h / -78 °C

2: DBU / dimethylformamide / 2 h / 20 °C

3: TiCl₄ / CH₂Cl₂ / 15 h / -40 - 20 °C

With bromine; titanium tetrachloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 3: Sakurai allylation;
DOI:10.1016/j.tet.2004.07.069