2,3-methylenedioxy-9-((p-trifluoromethylphenyl sulfonyl)oxy)-10-methoxyprotoberberine chloride

Base Information

• Chemical Name: 2,3-methylenedioxy-9-((p-trifluoromethylphenyl sulfonyl)oxy)-10-methoxyprotoberberine chloride
• CAS No.: 1095272-02-8
• Molecular Formula: C₂₆H₁₉F₃NO₆S*Cl
• Molecular Weight: 565.954

Synonyms:2,3-methylenedioxy-9-((p-trifluoromethylphenyl sulfonyl)oxy)-10-methoxyprotoberberine chloride

Chemical Property of 2,3-methylenedioxy-9-((p-trifluoromethylphenyl sulfonyl)oxy)-10-methoxyprotoberberine chloride

Chemical Property:

Purity/Quality:

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Technology Process of 2,3-methylenedioxy-9-((p-trifluoromethylphenyl sulfonyl)oxy)-10-methoxyprotoberberine chloride

There total 2 articles about 2,3-methylenedioxy-9-((p-trifluoromethylphenyl sulfonyl)oxy)-10-methoxyprotoberberine chloride 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: 84.2%

4-trifluorophenylsulfonyl chloride (2991-42-6) + berberrubine chloride (15401-69-1) → 2,3-methylenedioxy-9-((p-trifluoromethylphenyl sulfonyl)oxy)-10-methoxyprotoberberine chloride (1095272-02-8)

Guidance literature:

In chloroform; for 7h; Heating / reflux;

Reference yield:

berberine chloride (633-65-8) → 2,3-methylenedioxy-9-((p-trifluoromethylphenyl sulfonyl)oxy)-10-methoxyprotoberberine chloride (1095272-02-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 195 - 210 °C / 30 - 40 Torr

2: triethylamine / acetonitrile / 70 °C

With triethylamine; In acetonitrile;

DOI:10.3390/molecules22081257

Reference yield: 34.0%

2,3-methylenedioxy-9-((p-trifluoromethylphenyl sulfonyl)oxy)-10-methoxyprotoberberine chloride (1095272-02-8) → 9-(4-trifluoromethyl-benzenesulfonyloxy)-10-methoxy-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline (1095271-82-1)

Guidance literature:

With sodium tetrahydroborate; In methanol; for 1h; Heating / reflux;

upstream raw materials:

4-trifluorophenylsulfonyl chloride

berberrubine chloride

berberine chloride

Downstream raw materials:

9-(4-trifluoromethyl-benzenesulfonyloxy)-10-methoxy-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline

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