cis-(+/-)-1-(2-aminophenyl)-7a-ethyl-1,2,5,6,7,7a,8,9-octahydro-3H-cyclopentaquinolizin-3-one

Base Information

• Chemical Name: cis-(+/-)-1-(2-aminophenyl)-7a-ethyl-1,2,5,6,7,7a,8,9-octahydro-3H-cyclopentaquinolizin-3-one
• CAS No.: 118895-51-5
• Molecular Formula: C₁₉H₂₄N₂O
• Molecular Weight: 296.412

Synonyms:cis-(+/-)-1-(2-aminophenyl)-7a-ethyl-1,2,5,6,7,7a,8,9-octahydro-3H-cyclopentaquinolizin-3-one

Chemical Property of cis-(+/-)-1-(2-aminophenyl)-7a-ethyl-1,2,5,6,7,7a,8,9-octahydro-3H-cyclopentaquinolizin-3-one

Chemical Property:

Purity/Quality:

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Technology Process of cis-(+/-)-1-(2-aminophenyl)-7a-ethyl-1,2,5,6,7,7a,8,9-octahydro-3H-cyclopentaquinolizin-3-one

There total 14 articles about cis-(+/-)-1-(2-aminophenyl)-7a-ethyl-1,2,5,6,7,7a,8,9-octahydro-3H-cyclopentaquinolizin-3-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: 100.0%

8a-ethyl-3-(2-nitrophenyl)-1,2,3,4,6,7,8,8a-octahydro-5a-aza-acenaphthylen-5-one (119009-93-7) → cis-(+/-)-1-(2-aminophenyl)-7a-ethyl-1,2,5,6,7,7a,8,9-octahydro-3H-cyclopentaquinolizin-3-one (118895-51-5)

Guidance literature:

With hydrogen; platinum(IV) oxide; In methanol;

DOI:10.1021/ja00186a074

Reference yield:

2-ethylcyclopentanone (64847-88-7) → cis-(+/-)-1-(2-aminophenyl)-7a-ethyl-1,2,5,6,7,7a,8,9-octahydro-3H-cyclopentaquinolizin-3-one (118895-51-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 58 percent / sodium ethoxide / tetrahydrofuran / Ambient temperature

2: 95 percent / H₂, KOH / Raney Ni / methanol / 2896.03 Torr

3: ammonium o-nitrocinnamate / dioxane / 90 h / Heating

4: 100 percent / H₂ / PtO₂ / methanol

With potassium hydroxide; ammonium o-nitrocinnamate; hydrogen; sodium ethanolate; platinum(IV) oxide; nickel; In tetrahydrofuran; 1,4-dioxane; methanol;

DOI:10.1021/ja00186a074

Reference yield:

(+/-)-4a-ethyl-3,4,4a,5,6,7-hexahydro-2H-1-pyrindine (118895-50-4,152375-27-4) → cis-(+/-)-1-(2-aminophenyl)-7a-ethyl-1,2,5,6,7,7a,8,9-octahydro-3H-cyclopentaquinolizin-3-one (118895-51-5)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonium o-nitrocinnamate / dioxane / 90 h / Heating

2: 100 percent / H₂ / PtO₂ / methanol

With ammonium o-nitrocinnamate; hydrogen; platinum(IV) oxide; In 1,4-dioxane; methanol;

DOI:10.1021/ja00186a074

upstream raw materials:

8a-ethyl-3-(2-nitrophenyl)-1,2,3,4,6,7,8,8a-octahydro-5a-aza-acenaphthylen-5-one

3-ethyl-3-[(Z)-4-(2-nitrophenyl)but-3-enyl]piperidine-2-thione

9-ethyl-4-hydroxy-9-[(Z)-4-(2-nitrophenyl)but-3-enyl]-2-oxo-6,7,8,9-tetrahydro-2H-pyrido[2,1-b][1,3]thiazin-5-ylium

piperidin-2-one

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