ethyl 3-acetyl-9-benzyl-4-cyano-7-methyl-4,9-dihydropyrano[2,3-b]indole-4-carboxylate

Base Information

Chemical Name:ethyl 3-acetyl-9-benzyl-4-cyano-7-methyl-4,9-dihydropyrano[2,3-b]indole-4-carboxylate
CAS No.:1361403-84-0
Molecular Formula:C₂₅H₂₂N₂O₄
Molecular Weight:414.461
Hs Code.:

Synonyms:ethyl 3-acetyl-9-benzyl-4-cyano-7-methyl-4,9-dihydropyrano[2,3-b]indole-4-carboxylate

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Chemical Property of ethyl 3-acetyl-9-benzyl-4-cyano-7-methyl-4,9-dihydropyrano[2,3-b]indole-4-carboxylate

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Technology Process of ethyl 3-acetyl-9-benzyl-4-cyano-7-methyl-4,9-dihydropyrano[2,3-b]indole-4-carboxylate

There total 4 articles about ethyl 3-acetyl-9-benzyl-4-cyano-7-methyl-4,9-dihydropyrano[2,3-b]indole-4-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: 73.0%

: 1361403-72-6
ethyl (E)-2-(1-benzyl-6-methyl-2-oxoindolin-3-ylidene)-2-cyanoacetate

: 1423-60-5
methyl ethynyl ketone

: 1361403-84-0
ethyl 3-acetyl-9-benzyl-4-cyano-7-methyl-4,9-dihydropyrano[2,3-b]indole-4-carboxylate

Guidance literature:: With triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 5h; regioselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2012.01.036

Reference yield:

: 1128-47-8
6-methylindoline-2,3-dione

: 1361403-84-0
ethyl 3-acetyl-9-benzyl-4-cyano-7-methyl-4,9-dihydropyrano[2,3-b]indole-4-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: piperidine / ethanol / 2 h / Reflux; Inert atmosphere

2: potassium carbonate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

3: triphenylphosphine / tetrahydrofuran / 5 h / 20 °C / Inert atmosphere

With piperidine; potassium carbonate; triphenylphosphine; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2012.01.036

Reference yield:

: 105-56-6
ethyl 2-cyanoacetate

: 1361403-84-0
ethyl 3-acetyl-9-benzyl-4-cyano-7-methyl-4,9-dihydropyrano[2,3-b]indole-4-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: piperidine / ethanol / 2 h / Reflux; Inert atmosphere

2: potassium carbonate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

3: triphenylphosphine / tetrahydrofuran / 5 h / 20 °C / Inert atmosphere

With piperidine; potassium carbonate; triphenylphosphine; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2012.01.036