(1R)-2-benzyl-1-(2,3-dihydro-1-benzofuran-5-yl)-1,3,4,9-tetrahydropyrido[3,4-b]indole

Base Information

• Chemical Name: (1R)-2-benzyl-1-(2,3-dihydro-1-benzofuran-5-yl)-1,3,4,9-tetrahydropyrido[3,4-b]indole
• CAS No.: 374926-58-6
• Molecular Formula: C₂₆H₂₄N₂O
• Molecular Weight: 380.489
• DSSTox Substance ID: DTXSID30449867
• Wikidata: Q82269402

Synonyms:374926-58-6;(1R)-2-benzyl-1-(2,3-dihydro-1-benzofuran-5-yl)-1,3,4,9-tetrahydropyrido[3,4-b]indole;SCHEMBL5527250;DTXSID30449867

Chemical Property of (1R)-2-benzyl-1-(2,3-dihydro-1-benzofuran-5-yl)-1,3,4,9-tetrahydropyrido[3,4-b]indole

Chemical Property:

• XLogP3: 5.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 380.188863393
• Heavy Atom Count: 29
• Complexity: 561

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CN(C(C2=C1C3=CC=CC=C3N2)C4=CC5=C(C=C4)OCC5)CC6=CC=CC=C6
• Isomeric SMILES: C1CN([C@@H](C2=C1C3=CC=CC=C3N2)C4=CC5=C(C=C4)OCC5)CC6=CC=CC=C6

Technology Process of (1R)-2-benzyl-1-(2,3-dihydro-1-benzofuran-5-yl)-1,3,4,9-tetrahydropyrido[3,4-b]indole

There total 13 articles about (1R)-2-benzyl-1-(2,3-dihydro-1-benzofuran-5-yl)-1,3,4,9-tetrahydropyrido[3,4-b]indole 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: 94.0%

1-(R)-1-(2,3-dihydrobenzofuran-5-yl)-2,3,4,9-tetrahydro-1H-β-carboline N-acetyl-D-leucine salt (865087-85-0) + benzyl bromide (100-39-0) → potassium N-acetyl-D-leucine salt (909122-82-3) + 1-(R)-1-(2,3-dihydrobenzofuran-5-yl)-2-benzyl-2,3,4,9-tetrahydro-1H-β-carboline (374926-58-6)

Guidance literature:

With potassium carbonate; In dichloromethane; at 20 - 40 ℃; for 11h;

Reference yield: 94.0%

1-(R)-1-(2,3-dihydrobenzofuran-5-yl)-2,3,4,9-tetrahydro-1H-β-carboline N-acetyl-D-leucine salt (865087-85-0) → potassium N-acetyl-D-leucine salt (909122-82-3) + 1-(R)-1-(2,3-dihydrobenzofuran-5-yl)-2-benzyl-2,3,4,9-tetrahydro-1H-β-carboline (374926-58-6)

Guidance literature:

1-(R)-1-(2,3-dihydrobenzofuran-5-yl)-2,3,4,9-tetrahydro-1H-β-carboline N-acetyl-D-leucine salt; With potassium carbonate; In dichloromethane; at 20 ℃; for 0.216667h; Inert atmosphere; Large scale;

With benzyl bromide; In dichloromethane; at 20 - 38 ℃; for 11h; Inert atmosphere; Large scale;

DOI:10.1021/op050079y

Reference yield: 60.0%

2,3-dihydro-benzofuran-5-carbaldehyde (55745-70-5) + N-benzyl tryptamine (15741-79-4) → (S)-2-benzyl-1-dihydrobenzofuryl-1,2,3,4-tetrahydro-β-carboline + 1-(R)-1-(2,3-dihydrobenzofuran-5-yl)-2-benzyl-2,3,4,9-tetrahydro-1H-β-carboline (374926-58-6)

Guidance literature:

With 4 A molecular sieve; In toluene; at 70 ℃; for 24h;

DOI:10.1021/jo8010478

upstream raw materials:

benzyl bromide

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

C₂₇H₂₃N₃O

C₂₈H₂₆N₂O₃

Downstream raw materials:

3-(R)-2-benzyl-3-(2,3-dihydrobenzofuran-5-yl)-1,2,3,4-tetrahydropyrrolo[3,4-b]quinolin-9-one

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