1-[(3aR,10bS,12bS)-4-Hydroxy-6-(toluene-4-sulfonyl)-2,3,4,6,11,12-hexahydro-1H-6,12a-diaza-indeno[7,1-cd]fluoren-3a-yl]-ethanone

Base Information

• Chemical Name: 1-[(3aR,10bS,12bS)-4-Hydroxy-6-(toluene-4-sulfonyl)-2,3,4,6,11,12-hexahydro-1H-6,12a-diaza-indeno[7,1-cd]fluoren-3a-yl]-ethanone
• CAS No.: 107673-19-8
• Molecular Formula: C₂₆H₂₈N₂O₄S
• Molecular Weight: 464.585
• Mol file: 107673-19-8.mol

Synonyms:1-[(3aR,10bS,12bS)-4-Hydroxy-6-(toluene-4-sulfonyl)-2,3,4,6,11,12-hexahydro-1H-6,12a-diaza-indeno[7,1-cd]fluoren-3a-yl]-ethanone

Chemical Property of 1-[(3aR,10bS,12bS)-4-Hydroxy-6-(toluene-4-sulfonyl)-2,3,4,6,11,12-hexahydro-1H-6,12a-diaza-indeno[7,1-cd]fluoren-3a-yl]-ethanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[(3aR,10bS,12bS)-4-Hydroxy-6-(toluene-4-sulfonyl)-2,3,4,6,11,12-hexahydro-1H-6,12a-diaza-indeno[7,1-cd]fluoren-3a-yl]-ethanone

There total 5 articles about 1-[(3aR,10bS,12bS)-4-Hydroxy-6-(toluene-4-sulfonyl)-2,3,4,6,11,12-hexahydro-1H-6,12a-diaza-indeno[7,1-cd]fluoren-3a-yl]-ethanone 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: 86.0%

(3aR,10bS,12bS)-3a-(1-Methoxy-vinyl)-6-(toluene-4-sulfonyl)-2,3,3a,4,6,11,12,12b-octahydro-1H-6,12a-diaza-indeno[7,1-cd]fluoren-4-ol (107673-18-7) → 1-[(3aR,10bS,12bS)-4-Hydroxy-6-(toluene-4-sulfonyl)-2,3,4,6,11,12-hexahydro-1H-6,12a-diaza-indeno[7,1-cd]fluoren-3a-yl]-ethanone (107673-19-8)

Guidance literature:

With sulfuric acid; In tetrahydrofuran;

DOI:10.1246/cl.1986.927

Reference yield:

(3aR,10bR,12bS)-6-(Toluene-4-sulfonyl)-2,3,3a,11,12,12b-hexahydro-6H-6,12a-diaza-indeno[7,1-cd]fluorene-1,4-dione (42337-22-4,83219-87-8) → 1-[(3aR,10bS,12bS)-4-Hydroxy-6-(toluene-4-sulfonyl)-2,3,4,6,11,12-hexahydro-1H-6,12a-diaza-indeno[7,1-cd]fluoren-3a-yl]-ethanone (107673-19-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 60 percent / lithium hexamethyldisilazide / tetrahydrofuran / -50 °C

2: P₄S₁₀ / tetrahydrofuran / Heating

3: 67 percent / Raney nickel / tetrahydrofuran / Heating

4: LiAlH₄ / tetrahydrofuran / -50 °C

5: 86 percent / aq. H₂SO₄ / tetrahydrofuran

With lithium aluminium tetrahydride; tetraphosphorus decasulfide; sulfuric acid; lithium hexamethyldisilazane; nickel; In tetrahydrofuran;

DOI:10.1246/cl.1986.927

Reference yield:

(3aS,10bS,12bS)-3a-((Z)-1-Methoxy-2-phenylsulfanyl-vinyl)-1-thioxo-6-(toluene-4-sulfonyl)-2,3,3a,11,12,12b-hexahydro-1H,6H-6,12a-diaza-indeno[7,1-cd]fluoren-4-one (107673-15-4) → 1-[(3aR,10bS,12bS)-4-Hydroxy-6-(toluene-4-sulfonyl)-2,3,4,6,11,12-hexahydro-1H-6,12a-diaza-indeno[7,1-cd]fluoren-3a-yl]-ethanone (107673-19-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 67 percent / Raney nickel / tetrahydrofuran / Heating

2: LiAlH₄ / tetrahydrofuran / -50 °C

3: 86 percent / aq. H₂SO₄ / tetrahydrofuran

With lithium aluminium tetrahydride; sulfuric acid; nickel; In tetrahydrofuran;

DOI:10.1246/cl.1986.927

upstream raw materials:

(3aR,10bS,12bS)-3a-(1-Methoxy-vinyl)-6-(toluene-4-sulfonyl)-2,3,3a,4,6,11,12,12b-octahydro-1H-6,12a-diaza-indeno[7,1-cd]fluoren-4-ol

(3aR,10bR,12bS)-6-(Toluene-4-sulfonyl)-2,3,3a,11,12,12b-hexahydro-6H-6,12a-diaza-indeno[7,1-cd]fluorene-1,4-dione

(3aS,10bS,12bS)-3a-(1-Methoxy-vinyl)-6-(toluene-4-sulfonyl)-2,3,3a,11,12,12b-hexahydro-1H,6H-6,12a-diaza-indeno[7,1-cd]fluoren-4-one

(3aS,10bS,12bS)-3a-((Z)-1-Methoxy-2-phenylsulfanyl-vinyl)-1-thioxo-6-(toluene-4-sulfonyl)-2,3,3a,11,12,12b-hexahydro-1H,6H-6,12a-diaza-indeno[7,1-cd]fluoren-4-one

Downstream raw materials:

1-[(3aR,10bR,12bR)-5a-Hydroxy-6-(toluene-4-sulfonyl)-2,3,5a,6,11,12-hexahydro-1H-6,12a-diaza-indeno[7,1-cd]fluoren-3a-yl]-ethanone

1-[(3aR,10bR,12bR)-5a-Hydroxy-6-(toluene-4-sulfonyl)-2,3,4,5,5a,6,11,12-octahydro-1H-6,12a-diaza-indeno[7,1-cd]fluoren-3a-yl]-ethanone

(+/-)-aspidofractinine

(3aR,10bR,12bR)-1-(2,3,4,5,11,12-Hexahydro-1H-6,12a-diaza-indeno[7,1-cd]fluoren-3a-yl)-ethanone