5-methyl-9α-hydroxy-12-(carbophenoxy)-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole

Base Information

• Chemical Name: 5-methyl-9α-hydroxy-12-(carbophenoxy)-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole
• CAS No.: 80628-05-3
• Molecular Formula: C₂₂H₂₂N₂O₃
• Molecular Weight: 362.428

Synonyms:5-methyl-9α-hydroxy-12-(carbophenoxy)-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole

Chemical Property of 5-methyl-9α-hydroxy-12-(carbophenoxy)-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole

Chemical Property:

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Technology Process of 5-methyl-9α-hydroxy-12-(carbophenoxy)-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole

There total 5 articles about 5-methyl-9α-hydroxy-12-(carbophenoxy)-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole 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: 82.0%

N-methyl-N-phenylhydrazine hydrochloride (39232-92-3) + 9-(carbophenoxy)-6-endo-hydroxy-9-azabicyclo<3.3.1>nonan-2-one (80628-01-9) → 5-methyl-9α-hydroxy-12-(carbophenoxy)-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole (80628-05-3)

Guidance literature:

In N,N-dimethyl-formamide; at 100 ℃; for 0.75h;

DOI:10.1021/jo00345a004

Reference yield:

N-methyl-2,6-diacetoxy-9-azabicyclo<3.3.1>nonane (57639-00-6) → 5-methyl-9α-hydroxy-12-(carbophenoxy)-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole (80628-05-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 71 percent / LiI / acetone / 1.) 0 deg C, 2.) 25 deg C, 3.5 h

2: 98 percent / K₂CO₃ / methanol; H₂O / 2 h / Ambient temperature

3: 94 percent / poly(vinylpyridinium chlorochromate) (PVPCC) / CH₂Cl₂ / 168 h / Ambient temperature

4: 82 percent / dimethylformamide / 0.75 h / 100 °C

With poly(vinylpyridinium chlorochromate); potassium carbonate; lithium iodide; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;

DOI:10.1021/jo00345a004

Reference yield:

9-(carbophenoxy)-endo,endo-2,6-dihydroxy-9-azabicyclo<3.3.1>nonane (80628-00-8) → 5-methyl-9α-hydroxy-12-(carbophenoxy)-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole (80628-05-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / poly(vinylpyridinium chlorochromate) (PVPCC) / CH₂Cl₂ / 168 h / Ambient temperature

2: 82 percent / dimethylformamide / 0.75 h / 100 °C

With poly(vinylpyridinium chlorochromate); In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00345a004

upstream raw materials:

N-methyl-N-phenylhydrazine hydrochloride

9-(carbophenoxy)-6-endo-hydroxy-9-azabicyclo<3.3.1>nonan-2-one

N-methyl-2,6-diacetoxy-9-azabicyclo<3.3.1>nonane

9-(carbophenoxy)-endo,endo-2,6-dihydroxy-9-azabicyclo<3.3.1>nonane

Downstream raw materials:

C₂₆H₂₈N₂O₅

C₂₆H₂₈N₂O₄S₂

spiro<5-methyl-12-(carbophenoxy)-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole-9,2':1',3'-dioxep-5'-ene>

5-methyl-9,9-dimethoxy-12-(carbophenoxy)-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole

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