8-benzyloxy-6-cyano-7-methoxy-5-methyl-2,3-methylenedioxy-5,6-dihydrobenzophenanthridine

Base Information

• Chemical Name: 8-benzyloxy-6-cyano-7-methoxy-5-methyl-2,3-methylenedioxy-5,6-dihydrobenzophenanthridine
• CAS No.: 171078-15-2
• Molecular Formula: C₂₈H₂₂N₂O₄
• Molecular Weight: 450.494

Synonyms:8-benzyloxy-6-cyano-7-methoxy-5-methyl-2,3-methylenedioxy-5,6-dihydrobenzophenanthridine

Chemical Property of 8-benzyloxy-6-cyano-7-methoxy-5-methyl-2,3-methylenedioxy-5,6-dihydrobenzophenanthridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of 8-benzyloxy-6-cyano-7-methoxy-5-methyl-2,3-methylenedioxy-5,6-dihydrobenzophenanthridine

There total 7 articles about 8-benzyloxy-6-cyano-7-methoxy-5-methyl-2,3-methylenedioxy-5,6-dihydrobenzophenanthridine 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:

2-<4-(7-methoxy-2-methyl-2H-benzofuranyl)>-1-(N-methylformamido)-6,7-methylenedioxynaphthalene (130627-27-9) → 8-benzyloxy-6-cyano-7-methoxy-5-methyl-2,3-methylenedioxy-5,6-dihydrobenzophenanthridine (171078-15-2)

Guidance literature:

Multi-step reaction with 8 steps

1: 49 percent / trimethylsilyl iodide / quinoline / 2 h / 180 °C

2: K₂CO₃ / dimethylformamide / 2 h / 60 °C

3: 1.) osmium tetroxide, 2.) sodium hydrogen sulfite / 1.) pyridine, RT, 3 h, 2.) pyridine, water, RT, 3 h

4: periodic acid / dioxane; H₂O / 1.5 h / Ambient temperature

5: 5percent aq. NaOH / dioxane / 0.08 h / Ambient temperature

6: 95 percent / benzyltributylammonium chloride, sodium hydroxide / CH₂Cl₂; H₂O / 0.25 h / Ambient temperature

7: 28 percent / 1.) 70percent aq. KOH, 2.) 10percent aq. HCl / ethanol / 1.5 h / Heating

8: 70 percent / H₂O; methanol / 1.5 h / 50 °C

With hydrogenchloride; potassium hydroxide; sodium hydroxide; osmium(VIII) oxide; trimethylsilyl iodide; benzyltri(n-butyl)ammonium chloride; potassium carbonate; sodium hydrogensulfite; periodic acid; In 1,4-dioxane; quinoline; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1248/cpb.43.766

Reference yield:

2-<4-(7-hydroxy-2-methylbenzofuranyl)>-6,7-methylenedioxy-1-(N-methylformamido)naphthalene (171078-08-3) → 8-benzyloxy-6-cyano-7-methoxy-5-methyl-2,3-methylenedioxy-5,6-dihydrobenzophenanthridine (171078-15-2)

Guidance literature:

Multi-step reaction with 7 steps

1: K₂CO₃ / dimethylformamide / 2 h / 60 °C

2: 1.) osmium tetroxide, 2.) sodium hydrogen sulfite / 1.) pyridine, RT, 3 h, 2.) pyridine, water, RT, 3 h

3: periodic acid / dioxane; H₂O / 1.5 h / Ambient temperature

4: 5percent aq. NaOH / dioxane / 0.08 h / Ambient temperature

5: 95 percent / benzyltributylammonium chloride, sodium hydroxide / CH₂Cl₂; H₂O / 0.25 h / Ambient temperature

6: 28 percent / 1.) 70percent aq. KOH, 2.) 10percent aq. HCl / ethanol / 1.5 h / Heating

7: 70 percent / H₂O; methanol / 1.5 h / 50 °C

With hydrogenchloride; potassium hydroxide; sodium hydroxide; osmium(VIII) oxide; benzyltri(n-butyl)ammonium chloride; potassium carbonate; sodium hydrogensulfite; periodic acid; In 1,4-dioxane; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1248/cpb.43.766

Reference yield:

2-(4-benzyloxy-2-formyl-3-methoxyphenyl)-6,7-methylenedioxy-1-(N-methylformamido)naphthalene (171078-12-9) → 8-benzyloxy-6-cyano-7-methoxy-5-methyl-2,3-methylenedioxy-5,6-dihydrobenzophenanthridine (171078-15-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 28 percent / 1.) 70percent aq. KOH, 2.) 10percent aq. HCl / ethanol / 1.5 h / Heating

2: 70 percent / H₂O; methanol / 1.5 h / 50 °C

With hydrogenchloride; potassium hydroxide; In methanol; ethanol; water;

DOI:10.1248/cpb.43.766

upstream raw materials:

2-<4-(7-methoxy-2-methyl-2H-benzofuranyl)>-1-(N-methylformamido)-6,7-methylenedioxynaphthalene

2-<4-(7-hydroxy-2-methylbenzofuranyl)>-6,7-methylenedioxy-1-(N-methylformamido)naphthalene

2-(4-benzyloxy-2-formyl-3-hydroxyphenyl)-6,7-methylenedioxy-1-(N-methylformamido)naphthalene

2-(4-benzyloxy-2-formyl-3-methoxyphenyl)-6,7-methylenedioxy-1-(N-methylformamido)naphthalene

Downstream raw materials:

8-benzyloxy-7-methoxy-5-methyl-2,3-methylenedioxybenzophenanthridin-6(5H)-one

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