(3R)-2-benzyl-3-(2,3-dihydro-1-benzofuran-5-yl)-3,4-dihydro-1H-pyrrolo[3,4-b]quinolin-9-one

Base Information

• Chemical Name: (3R)-2-benzyl-3-(2,3-dihydro-1-benzofuran-5-yl)-3,4-dihydro-1H-pyrrolo[3,4-b]quinolin-9-one
• CAS No.: 374926-62-2
• Molecular Formula: C₂₆H₂₂N₂O₂
• Molecular Weight: 394.473
• DSSTox Substance ID: DTXSID70450275
• Wikidata: Q82269910

Synonyms:374926-62-2;(3R)-2-benzyl-3-(2,3-dihydro-1-benzofuran-5-yl)-3,4-dihydro-1H-pyrrolo[3,4-b]quinolin-9-one;SCHEMBL5530176;DTXSID70450275

Chemical Property of (3R)-2-benzyl-3-(2,3-dihydro-1-benzofuran-5-yl)-3,4-dihydro-1H-pyrrolo[3,4-b]quinolin-9-one

Chemical Property:

• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 394.168127949
• Heavy Atom Count: 30
• Complexity: 697

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1COC2=C1C=C(C=C2)C3C4=C(CN3CC5=CC=CC=C5)C(=O)C6=CC=CC=C6N4
• Isomeric SMILES: C1COC2=C1C=C(C=C2)[C@@H]3C4=C(CN3CC5=CC=CC=C5)C(=O)C6=CC=CC=C6N4

Technology Process of (3R)-2-benzyl-3-(2,3-dihydro-1-benzofuran-5-yl)-3,4-dihydro-1H-pyrrolo[3,4-b]quinolin-9-one

There total 8 articles about (3R)-2-benzyl-3-(2,3-dihydro-1-benzofuran-5-yl)-3,4-dihydro-1H-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: 97.0%

1-(R)-1-(2,3-dihydrobenzofuran-5-yl)-2-benzyl-2,3,4,9-tetrahydro-1H-β-carboline (374926-58-6) → 3-(R)-2-benzyl-3-(2,3-dihydrobenzofuran-5-yl)-1,2,3,4-tetrahydropyrrolo[3,4-b]quinolin-9-one (374926-62-2)

Guidance literature:

With potassium superoxide; methyl tributylammonium chloride; In water; N,N-dimethyl-formamide; at 40 - 60 ℃; for 8.5 - 10.5h;

Reference yield:

benzyl bromide (100-39-0) → 3-(R)-2-benzyl-3-(2,3-dihydrobenzofuran-5-yl)-1,2,3,4-tetrahydropyrrolo[3,4-b]quinolin-9-one (374926-62-2)

Guidance literature:

Multi-step reaction with 2 steps

1: TEA / dimethylformamide

2: O₂; NaH / dimethylformamide

With TEA; oxygen; sodium hydride; In N,N-dimethyl-formamide; 2: Winterfeldt oxidation;

DOI:10.1021/jm025545d

Reference yield:

1-(R)-1-(2,3-dihydrobenzofuran-5-yl)-2,3,4,9-tetrahydro-1H-β-carboline (199678-82-5) → 3-(R)-2-benzyl-3-(2,3-dihydrobenzofuran-5-yl)-1,2,3,4-tetrahydropyrrolo[3,4-b]quinolin-9-one (374926-62-2)

Guidance literature:

Multi-step reaction with 2 steps

1: TEA / dimethylformamide

2: O₂; NaH / dimethylformamide

With TEA; oxygen; sodium hydride; In N,N-dimethyl-formamide; 2: Winterfeldt oxidation;

DOI:10.1021/jm025545d

upstream raw materials:

1-(R)-1-(2,3-dihydrobenzofuran-5-yl)-2-benzyl-2,3,4,9-tetrahydro-1H-β-carboline

benzyl bromide

1-(R)-1-(2,3-dihydrobenzofuran-5-yl)-2,3,4,9-tetrahydro-1H-β-carboline

2,3-dihydro-benzofuran-5-carbaldehyde

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