ethyl 9,11-dioxo-10-phenyl-6,9,10,11-tetrahydro-5H-pyrrolo-[3′,4′: 3,4]pyrrolo[2,1-a]isoquinoline-8-carboxylate

Base Information

• Chemical Name: ethyl 9,11-dioxo-10-phenyl-6,9,10,11-tetrahydro-5H-pyrrolo-[3′,4′: 3,4]pyrrolo[2,1-a]isoquinoline-8-carboxylate
• CAS No.: 1264932-08-2
• Molecular Formula: C₂₃H₁₈N₂O₄
• Molecular Weight: 386.407

Synonyms:ethyl 9,11-dioxo-10-phenyl-6,9,10,11-tetrahydro-5H-pyrrolo-[3′,4′: 3,4]pyrrolo[2,1-a]isoquinoline-8-carboxylate

Chemical Property of ethyl 9,11-dioxo-10-phenyl-6,9,10,11-tetrahydro-5H-pyrrolo-[3′,4′: 3,4]pyrrolo[2,1-a]isoquinoline-8-carboxylate

Chemical Property:

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Technology Process of ethyl 9,11-dioxo-10-phenyl-6,9,10,11-tetrahydro-5H-pyrrolo-[3′,4′: 3,4]pyrrolo[2,1-a]isoquinoline-8-carboxylate

There total 6 articles about ethyl 9,11-dioxo-10-phenyl-6,9,10,11-tetrahydro-5H-pyrrolo-[3′,4′: 3,4]pyrrolo[2,1-a]isoquinoline-8-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: 97.0%

N-phenyl-maleimide (941-69-5) + (3,4-dihydro-1H-isoquinolin-2-yl)-acetic acid ethyl ester (88014-09-9) → ethyl 9,11-dioxo-10-phenyl-6,9,10,11-tetrahydro-5H-pyrrolo-[3′,4′: 3,4]pyrrolo[2,1-a]isoquinoline-8-carboxylate (1264932-08-2)

Guidance literature:

N-phenyl-maleimide; (3,4-dihydro-1H-isoquinolin-2-yl)-acetic acid ethyl ester; With tert.-butylhydroperoxide; Rh₂(cap)₄*2CH₃CN; potassium carbonate; In decane; acetonitrile;

With N-Bromosuccinimide; In decane; acetonitrile; for 1h; Reagent/catalyst; Time;

DOI:10.1016/j.tetlet.2013.04.004

Reference yield: 47.0%

N-phenyl-maleimide (941-69-5) + (3,4-dihydro-1H-isoquinolin-2-yl)-acetic acid ethyl ester (88014-09-9) → ethyl 9,11-dioxo-10-phenyl-6,9,10,11-tetrahydro-5H-pyrrolo-[3′,4′: 3,4]pyrrolo[2,1-a]isoquinoline-8-carboxylate (1264932-08-2) + C23H22N2O4 (1323921-60-3)

Guidance literature:

With tris(2,2'-bipyridine)ruthenium dichloride; oxygen; In acetonitrile; at 20 ℃; for 72h; Irradiation;

DOI:10.1002/anie.201102306

Reference yield:

aniline (62-53-3) → ethyl 9,11-dioxo-10-phenyl-6,9,10,11-tetrahydro-5H-pyrrolo-[3′,4′: 3,4]pyrrolo[2,1-a]isoquinoline-8-carboxylate (1264932-08-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 20 °C

1.2: 0.5 h / 120 °C / Microwave irradiation

2.1: C₁₀₂H₃₈BF₂N₃; N-Bromosuccinimide / dichloromethane / 0.5 h / 20 °C / Irradiation

With N-Bromosuccinimide; C₁₀₂H₃₈BF₂N₃; In tetrahydrofuran; dichloromethane;

DOI:10.1039/c3cc41494a

upstream raw materials:

N-phenyl-maleimide

(3,4-dihydro-1H-isoquinolin-2-yl)-acetic acid ethyl ester

aniline

1,2,3,4-tetrahydroisoquinoline

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