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

Base Information

Chemical Name: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
CAS No.:107673-21-2
Molecular Formula:C₂₆H₃₀N₂O₄S
Molecular Weight:466.601
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 7 articles about 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 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:

: 107673-20-1
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

: 107673-21-2
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

Guidance literature:: With hydrogen; platinum; In ethyl acetate; under 760 Torr; Yield given;
DOI:10.1246/cl.1986.927

Reference yield:

: 42337-22-4,83219-87-8
(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

: 107673-21-2
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

Guidance literature:: Multi-step reaction with 7 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

6: 1.) thionyl chloride, pyridine; 2.) aq. NaHCO₃ / 1.) CH₂Cl₂, -50 deg C, 30 min.

7: hydrogen / platinum / ethyl acetate / 760 Torr

With pyridine; lithium aluminium tetrahydride; thionyl chloride; tetraphosphorus decasulfide; sulfuric acid; hydrogen; sodium hydrogencarbonate; lithium hexamethyldisilazane; nickel; platinum; In tetrahydrofuran; ethyl acetate;
DOI:10.1246/cl.1986.927

Reference yield:

: 107673-16-5
(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

: 107673-21-2
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

Guidance literature:: Multi-step reaction with 4 steps

1: LiAlH₄ / tetrahydrofuran / -50 °C

2: 86 percent / aq. H₂SO₄ / tetrahydrofuran

3: 1.) thionyl chloride, pyridine; 2.) aq. NaHCO₃ / 1.) CH₂Cl₂, -50 deg C, 30 min.

4: hydrogen / platinum / ethyl acetate / 760 Torr

With pyridine; lithium aluminium tetrahydride; thionyl chloride; sulfuric acid; hydrogen; sodium hydrogencarbonate; platinum; In tetrahydrofuran; ethyl acetate;
DOI:10.1246/cl.1986.927