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

Base Information

• Chemical Name: spiro<5-methyl-12-(carbophenoxy)-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole-9,2':5',5'-dimethyl-1',3'-dioxane>
• CAS No.: 80627-97-0
• Molecular Formula: C₂₇H₃₀N₂O₄
• Molecular Weight: 446.546

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

Chemical Property of spiro<5-methyl-12-(carbophenoxy)-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole-9,2':5',5'-dimethyl-1',3'-dioxane>

Chemical Property:

Purity/Quality:

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Technology Process of spiro<5-methyl-12-(carbophenoxy)-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole-9,2':5',5'-dimethyl-1',3'-dioxane>

There total 6 articles about spiro<5-methyl-12-(carbophenoxy)-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole-9,2':5',5'-dimethyl-1',3'-dioxane> 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: 93.0%

N-methyl-N-phenylhydrazine hydrochloride (39232-92-3) + 9-(carbophenoxy)-9-azabicyclo<3.3.1>nonane-2,6-dione 2,2-dimethylpropylene ketal (80627-94-7) → spiro<5-methyl-12-(carbophenoxy)-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole-9,2':5',5'-dimethyl-1',3'-dioxane> (80627-97-0)

Guidance literature:

In N,N-dimethyl-formamide; at 100 ℃; for 2h;

DOI:10.1021/jo00345a004

Reference yield:

N-methyl-2,6-diacetoxy-9-azabicyclo<3.3.1>nonane (57639-00-6) → spiro<5-methyl-12-(carbophenoxy)-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole-9,2':5',5'-dimethyl-1',3'-dioxane> (80627-97-0)

Guidance literature:

Multi-step reaction with 5 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: 56.4 percent / pyridinium chlorochromate (PCC) / CHCl₃ / 26 h / 25 °C

4: 58 percent / toluenesulfonic acid monohydrate / toluene / 5 h / Heating

5: 93 percent / dimethylformamide / 2 h / 100 °C

With potassium carbonate; toluene-4-sulfonic acid; pyridinium chlorochromate; lithium iodide; In methanol; chloroform; water; N,N-dimethyl-formamide; acetone; toluene;

DOI:10.1021/jo00345a004

Reference yield:

9-(carbophenoxy)-endo,endo-2,6-dihydroxy-9-azabicyclo<3.3.1>nonane (80628-00-8) → spiro<5-methyl-12-(carbophenoxy)-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole-9,2':5',5'-dimethyl-1',3'-dioxane> (80627-97-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 56.4 percent / pyridinium chlorochromate (PCC) / CHCl₃ / 26 h / 25 °C

2: 58 percent / toluenesulfonic acid monohydrate / toluene / 5 h / Heating

3: 93 percent / dimethylformamide / 2 h / 100 °C

With toluene-4-sulfonic acid; pyridinium chlorochromate; In chloroform; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo00345a004

upstream raw materials:

N-methyl-N-phenylhydrazine hydrochloride

9-(carbophenoxy)-9-azabicyclo<3.3.1>nonane-2,6-dione 2,2-dimethylpropylene ketal

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

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

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