tert-butyl 1-(2-acetoxyethyl)-8-(4-(dimethylamino)phenyl)-2-methyl-7-oxopyrano[3,2-e]indole-3(7H)-carboxylate

Base Information

Chemical Name:tert-butyl 1-(2-acetoxyethyl)-8-(4-(dimethylamino)phenyl)-2-methyl-7-oxopyrano[3,2-e]indole-3(7H)-carboxylate
CAS No.:1291090-53-3
Molecular Formula:C₂₉H₃₂N₂O₆
Molecular Weight:504.583
Hs Code.:

Synonyms:tert-butyl 1-(2-acetoxyethyl)-8-(4-(dimethylamino)phenyl)-2-methyl-7-oxopyrano[3,2-e]indole-3(7H)-carboxylate

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Chemical Property of tert-butyl 1-(2-acetoxyethyl)-8-(4-(dimethylamino)phenyl)-2-methyl-7-oxopyrano[3,2-e]indole-3(7H)-carboxylate

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Technology Process of tert-butyl 1-(2-acetoxyethyl)-8-(4-(dimethylamino)phenyl)-2-methyl-7-oxopyrano[3,2-e]indole-3(7H)-carboxylate

There total 4 articles about tert-butyl 1-(2-acetoxyethyl)-8-(4-(dimethylamino)phenyl)-2-methyl-7-oxopyrano[3,2-e]indole-3(7H)-carboxylate 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%

: 1291090-52-2
tert-butyl 1-(2-acetoxyethyl)-8-bromo-2-methyl-7-oxopyrano[3,2-e]indole-3(7H)-carboxylate

: 28611-39-4
4-(dimethylamino)benzene-boronic acid

: 1291090-53-3
tert-butyl 1-(2-acetoxyethyl)-8-(4-(dimethylamino)phenyl)-2-methyl-7-oxopyrano[3,2-e]indole-3(7H)-carboxylate

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; potassium carbonate; In ethanol; toluene; at 90 ℃; for 6h; Inert atmosphere;
DOI:10.1016/j.tet.2011.01.075

Reference yield:

: 1291090-51-1
2-(8-bromo-2-methyl-7-oxo-3,7-dihydropyrano[3,2-e]indol-1-yl)ethyl acetate

: 1291090-53-3
tert-butyl 1-(2-acetoxyethyl)-8-(4-(dimethylamino)phenyl)-2-methyl-7-oxopyrano[3,2-e]indole-3(7H)-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: dmap / tetrahydrofuran / 0.08 h / 0 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; potassium carbonate / ethanol; toluene / 6 h / 90 °C / Inert atmosphere

With dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; potassium carbonate; In tetrahydrofuran; ethanol; toluene; 2: Suzuki coupling;
DOI:10.1016/j.tet.2011.01.075

Reference yield:

: 405916-09-8
6-amino-3-bromo-2H-chromen-2-one

: 1291090-53-3
tert-butyl 1-(2-acetoxyethyl)-8-(4-(dimethylamino)phenyl)-2-methyl-7-oxopyrano[3,2-e]indole-3(7H)-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: hydrogenchloride; sodium nitrite / water / 0.5 h / -5 °C

1.2: 5 h / -5 °C

1.3: 4 h / 80 °C

2.1: dmap / tetrahydrofuran / 0.08 h / 0 °C

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; potassium carbonate / ethanol; toluene / 6 h / 90 °C / Inert atmosphere

With hydrogenchloride; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; potassium carbonate; sodium nitrite; In tetrahydrofuran; ethanol; water; toluene; 1.3: Fischer indole synthesis / 3.1: Suzuki coupling;
DOI:10.1016/j.tet.2011.01.075