1,2,3,4-Tetrahydro-3-(3,4-methylenedioxyphenyl)-2-[5-(4-nitrophenyl)-furoyl]-9H-pyrrolo[3,4-b]quinolin-9-one

Base Information

• Chemical Name: 1,2,3,4-Tetrahydro-3-(3,4-methylenedioxyphenyl)-2-[5-(4-nitrophenyl)-furoyl]-9H-pyrrolo[3,4-b]quinolin-9-one
• CAS No.: 374926-89-3
• Molecular Formula: C₂₉H₁₉N₃O₇
• Molecular Weight: 521.486

Synonyms:1,2,3,4-Tetrahydro-3-(3,4-methylenedioxyphenyl)-2-[5-(4-nitrophenyl)-furoyl]-9H-pyrrolo[3,4-b]quinolin-9-one

Chemical Property of 1,2,3,4-Tetrahydro-3-(3,4-methylenedioxyphenyl)-2-[5-(4-nitrophenyl)-furoyl]-9H-pyrrolo[3,4-b]quinolin-9-one

Chemical Property:

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Technology Process of 1,2,3,4-Tetrahydro-3-(3,4-methylenedioxyphenyl)-2-[5-(4-nitrophenyl)-furoyl]-9H-pyrrolo[3,4-b]quinolin-9-one

There total 6 articles about 1,2,3,4-Tetrahydro-3-(3,4-methylenedioxyphenyl)-2-[5-(4-nitrophenyl)-furoyl]-9H-pyrrolo[3,4-b]quinolin-9-one 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: 72.0%

5-(4-nitrophenyl)-furan-2-carboxylic acid (28123-73-1) + 3-benzo[1,3]dioxol-5-yl-1,2,3,4-tetrahydropyrrolo[3,4-b]quinolin-9-one (374926-64-4) → 1,2,3,4-Tetrahydro-3-(3,4-methylenedioxyphenyl)-2-[5-(4-nitrophenyl)-furoyl]-9H-pyrrolo[3,4-b]quinolin-9-one (374926-89-3)

Guidance literature:

With bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate;

DOI:10.1021/jm0202573

Reference yield:

tryptamine (61-54-1) → 1,2,3,4-Tetrahydro-3-(3,4-methylenedioxyphenyl)-2-[5-(4-nitrophenyl)-furoyl]-9H-pyrrolo[3,4-b]quinolin-9-one (374926-89-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 85 percent / TFA

2: 45 percent / O₂; KOtBu

3: 82 percent / H₂ / Pd/C

4: 72 percent / PyBrOP

With potassium tert-butylate; hydrogen; oxygen; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; trifluoroacetic acid; palladium on activated charcoal; 1: Pictet-Spengler reaction / 3: Winterfeldt oxidation;

DOI:10.1021/jm0202573

Reference yield:

piperonal (120-57-0,30024-74-9) → 1,2,3,4-Tetrahydro-3-(3,4-methylenedioxyphenyl)-2-[5-(4-nitrophenyl)-furoyl]-9H-pyrrolo[3,4-b]quinolin-9-one (374926-89-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 85 percent / TFA

2: 45 percent / O₂; KOtBu

3: 82 percent / H₂ / Pd/C

4: 72 percent / PyBrOP

With potassium tert-butylate; hydrogen; oxygen; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; trifluoroacetic acid; palladium on activated charcoal; 1: Pictet-Spengler reaction / 3: Winterfeldt oxidation;

DOI:10.1021/jm0202573

upstream raw materials:

5-(4-nitrophenyl)-furan-2-carboxylic acid

3-benzo[1,3]dioxol-5-yl-1,2,3,4-tetrahydropyrrolo[3,4-b]quinolin-9-one

tryptamine

piperonal

Downstream raw materials:

1,2,3,4-tetrahydro-3(3,4-methylenedioxyphenyl)2-[5-(4-aminophenyl)-furoyl]-9H-pyrrolo[3,4-b]quinolin-9-one

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