(8-methoxy-3-methyl-5,6-dihydropyrrolo[2,1-a]isoquinoline-1,2-diyl)dimethanediyl bis(cyclohexylcarbamate)

Base Information

• Chemical Name: (8-methoxy-3-methyl-5,6-dihydropyrrolo[2,1-a]isoquinoline-1,2-diyl)dimethanediyl bis(cyclohexylcarbamate)
• CAS No.: 91523-56-7
• Molecular Formula: C30H41N3O5
• Molecular Weight: 523.6636
• Mol file: 91523-56-7.mol

Synonyms:

Chemical Property of (8-methoxy-3-methyl-5,6-dihydropyrrolo[2,1-a]isoquinoline-1,2-diyl)dimethanediyl bis(cyclohexylcarbamate)

Chemical Property:

• Vapor Pressure: 5.6E-22mmHg at 25°C
• Boiling Point: 743.5°Cat760mmHg
• Flash Point: 403.5°C
• Density: 1.29g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (8-methoxy-3-methyl-5,6-dihydropyrrolo[2,1-a]isoquinoline-1,2-diyl)dimethanediyl bis(cyclohexylcarbamate)

There total 9 articles about (8-methoxy-3-methyl-5,6-dihydropyrrolo[2,1-a]isoquinoline-1,2-diyl)dimethanediyl bis(cyclohexylcarbamate) 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: 71.0%

Cyclohexyl isocyanate (3173-53-3) + 1,2-bis(hydroxymethyl)-5,6-dihydro-8-methoxy-3-methylpyrrolo<2,1-a>isoquinoline (91523-54-5) → 1,2-bis(hydroxymethyl)-5,6-dihydro-8-methoxy-3-methylpyrrolo<2,1-a>isoquinoline bis(cyclohexylcarbamate) (91523-56-7)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; In 1,4-dioxane; at 60 ℃; for 48h;

DOI:10.1021/jm00376a017

Reference yield:

3-Benzyloxybenzaldehyde (1700-37-4) → 1,2-bis(hydroxymethyl)-5,6-dihydro-8-methoxy-3-methylpyrrolo<2,1-a>isoquinoline bis(cyclohexylcarbamate) (91523-56-7)

Guidance literature:

Multi-step reaction with 9 steps

1: 85 percent / AcONH₄ / acetic acid / 3 h / 110 °C

2: 98 percent / LiAlH₄ / CH₂Cl₂; diethyl ether / 0.5 h / Ambient temperature

3: 48 percent / aq. HCl / methanol / 3 h / Heating

4: 74 percent / ethanol / 1 h / 5 - 20 °C

5: 75 percent / 55 - 70 °C

6: 98 percent / MeONa / methanol / 12 h / 60 °C

7: 93 percent / K₂CO₃ / acetone / 12 h / 41 °C

8: 82 percent / LiAlH₄ / CH₂Cl₂; diethyl ether / 0.5 h / Ambient temperature

9: 71 percent / diazabicyclooctane / dioxane / 48 h / 60 °C

With 1,4-diaza-bicyclo[2.2.2]octane; hydrogenchloride; lithium aluminium tetrahydride; ammonium acetate; sodium methylate; potassium carbonate; In 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; acetic acid; acetone;

DOI:10.1021/jm00376a017

Reference yield:

1-(benzyloxy)-3-(2-nitrovinyl)benzene (24550-32-1) → 1,2-bis(hydroxymethyl)-5,6-dihydro-8-methoxy-3-methylpyrrolo<2,1-a>isoquinoline bis(cyclohexylcarbamate) (91523-56-7)

Guidance literature:

Multi-step reaction with 8 steps

1: 98 percent / LiAlH₄ / CH₂Cl₂; diethyl ether / 0.5 h / Ambient temperature

2: 48 percent / aq. HCl / methanol / 3 h / Heating

3: 74 percent / ethanol / 1 h / 5 - 20 °C

4: 75 percent / 55 - 70 °C

5: 98 percent / MeONa / methanol / 12 h / 60 °C

6: 93 percent / K₂CO₃ / acetone / 12 h / 41 °C

7: 82 percent / LiAlH₄ / CH₂Cl₂; diethyl ether / 0.5 h / Ambient temperature

8: 71 percent / diazabicyclooctane / dioxane / 48 h / 60 °C

With 1,4-diaza-bicyclo[2.2.2]octane; hydrogenchloride; lithium aluminium tetrahydride; sodium methylate; potassium carbonate; In 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; acetone;

DOI:10.1021/jm00376a017

upstream raw materials:

Cyclohexyl isocyanate

1,2-bis(hydroxymethyl)-5,6-dihydro-8-methoxy-3-methylpyrrolo<2,1-a>isoquinoline

3-Benzyloxybenzaldehyde

1-(benzyloxy)-3-(2-nitrovinyl)benzene

Refernces