phenyl(5a,6,6a,7a-tetrahydro[1]benzoxireno[4,3,2-cd]indol-4(5H)-yl)methanone

Base Information

• Chemical Name: phenyl(5a,6,6a,7a-tetrahydro[1]benzoxireno[4,3,2-cd]indol-4(5H)-yl)methanone
• CAS No.: 39890-59-0
• Molecular Formula: C₁₈H₁₅NO₂
• Molecular Weight: 277.323
• NSC Number: 165247
• DSSTox Substance ID: DTXSID20304279
• Mol file: 39890-59-0.mol

Synonyms:39890-59-0;NSC165247;SCHEMBL7209366;DTXSID20304279;GQKGAFVCSGNPJP-UHFFFAOYSA-N;NSC-165247;1-benzoyl-4,5-epoxy-1,2,2a,3,4,5-hexahydrobenz[cd]indole;phenyl(5a,6,6a,7a-tetrahydro[1]benzoxireno[4,3,2-cd]indol-4(5H)-yl)methanone

Chemical Property of phenyl(5a,6,6a,7a-tetrahydro[1]benzoxireno[4,3,2-cd]indol-4(5H)-yl)methanone

Chemical Property:

• Vapor Pressure: 2.06E-08mmHg at 25°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 277.110278721
• Heavy Atom Count: 21
• Complexity: 445

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2CN(C3=CC=CC(=C23)C4C1O4)C(=O)C5=CC=CC=C5

Technology Process of phenyl(5a,6,6a,7a-tetrahydro[1]benzoxireno[4,3,2-cd]indol-4(5H)-yl)methanone

There total 9 articles about phenyl(5a,6,6a,7a-tetrahydro[1]benzoxireno[4,3,2-cd]indol-4(5H)-yl)methanone 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-benzoyl-1,2,2a,3-tetrahydro-benz[cd]indole (124465-55-0,51867-05-1) → Phenyl-(5aS,6aS,7aR)-5a,6,6a,7a-tetrahydro-5H-7-oxa-4-aza-cyclopropa[e]acenaphthylen-4-yl-methanone (39890-59-0,124578-75-2,124578-76-3)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform; at -3 ℃; for 6h;

DOI:10.1016/S0040-4039(00)99288-8

Reference yield: 97.0%

1-benzoyl-1,2,2a,3-tetrahydro-benz[cd]indole (124465-55-0,51867-05-1) → Phenyl-(5aS,6aS,7aR)-5a,6,6a,7a-tetrahydro-5H-7-oxa-4-aza-cyclopropa[e]acenaphthylen-4-yl-methanone (39890-59-0,124578-75-2,124578-76-3) + Phenyl-(5aS,6aR,7aS)-5a,6,6a,7a-tetrahydro-5H-7-oxa-4-aza-cyclopropa[e]acenaphthylen-4-yl-methanone (39890-59-0,124578-75-2,124578-76-3)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform; Yields of byproduct given; 1.) 0 deg C, 15 min, 2.) r.t., 2 h;

DOI:10.1021/jo00087a042

Reference yield: 97.0%

1-benzoyl-1,2,2a,3-tetrahydro-benz[cd]indole (124465-55-0,51867-05-1) → Phenyl-(5aS,6aS,7aR)-5a,6,6a,7a-tetrahydro-5H-7-oxa-4-aza-cyclopropa[e]acenaphthylen-4-yl-methanone (39890-59-0,124578-75-2,124578-76-3) + Phenyl-(5aS,6aR,7aS)-5a,6,6a,7a-tetrahydro-5H-7-oxa-4-aza-cyclopropa[e]acenaphthylen-4-yl-methanone (39890-59-0,124578-75-2,124578-76-3)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform; Yields of byproduct given; 1.) 0 deg C, 15 min, 2.) r.t., 2 h;

DOI:10.1021/jo00087a042

upstream raw materials:

1-benzoyl-1,2,2a,3-tetrahydro-benz[cd]indole

1-benzoyl-2,2a,3,4-tetrahydro-1H-benz[cd]indol-5-one

1-benzoyl-1,2,2a,3,4,5-hexahydro-benz[cd]indol-5-ol

Downstream raw materials:

1-benzoyl-4-[methyl-(2-methyl-[1,3]dioxolan-2-ylmethyl)-amino]-1,2,2a,3,4,5-hexahydro-benz[cd]indol-5-ol

[(2aS,4S,5S)-4-Hydroxy-5-((S)-1-phenyl-ethylamino)-2a,3,4,5-tetrahydro-2H-benzo[cd]indol-1-yl]-phenyl-methanone

[(2aR,4R,5R)-4-Hydroxy-5-((S)-1-phenyl-ethylamino)-2a,3,4,5-tetrahydro-2H-benzo[cd]indol-1-yl]-phenyl-methanone

1-benzoyl-1,2,2a,3-tetrahydrobenzindol-4-(5H)-one