6,8-bis-(3,4-dimethoxy-phenyl)-7-[2-(3,4-dimethoxy-phenyl)-ethyl]-2,3,11,12-tetramethoxy-7H-dibenzo[c,g]carbazole-5,9-dicarboxylic acid dimethyl ester

Base Information

• Chemical Name: 6,8-bis-(3,4-dimethoxy-phenyl)-7-[2-(3,4-dimethoxy-phenyl)-ethyl]-2,3,11,12-tetramethoxy-7H-dibenzo[c,g]carbazole-5,9-dicarboxylic acid dimethyl ester
• CAS No.: 863117-50-4
• Molecular Formula: C₅₄H₅₃NO₁₄
• Molecular Weight: 940.013
• Mol file: 863117-50-4.mol

Synonyms:6,8-bis-(3,4-dimethoxy-phenyl)-7-[2-(3,4-dimethoxy-phenyl)-ethyl]-2,3,11,12-tetramethoxy-7H-dibenzo[c,g]carbazole-5,9-dicarboxylic acid dimethyl ester

Chemical Property of 6,8-bis-(3,4-dimethoxy-phenyl)-7-[2-(3,4-dimethoxy-phenyl)-ethyl]-2,3,11,12-tetramethoxy-7H-dibenzo[c,g]carbazole-5,9-dicarboxylic acid dimethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6,8-bis-(3,4-dimethoxy-phenyl)-7-[2-(3,4-dimethoxy-phenyl)-ethyl]-2,3,11,12-tetramethoxy-7H-dibenzo[c,g]carbazole-5,9-dicarboxylic acid dimethyl ester

There total 2 articles about 6,8-bis-(3,4-dimethoxy-phenyl)-7-[2-(3,4-dimethoxy-phenyl)-ethyl]-2,3,11,12-tetramethoxy-7H-dibenzo[c,g]carbazole-5,9-dicarboxylic acid dimethyl ester 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: 88.0%

7-[2-(3,4-dimethoxy-phenyl)-ethyl]-2,3,11,12-tetramethoxy-6,8-bis-trifluoromethanesulfonyloxy-7H-dibenzo[c,g]carbazole-5,9-dicarboxylic acid dimethyl ester (863117-49-1) + 3,4-Dimethoxyphenylboronic acid (122775-35-3) → 6,8-bis-(3,4-dimethoxy-phenyl)-7-[2-(3,4-dimethoxy-phenyl)-ethyl]-2,3,11,12-tetramethoxy-7H-dibenzo[c,g]carbazole-5,9-dicarboxylic acid dimethyl ester (863117-50-4)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; lithium chloride; In 1,2-dimethoxyethane; at 80 ℃; for 15h;

DOI:10.1021/ja0526416

Reference yield:

7-[2-(3,4-dimethoxy-phenyl)-ethyl]-6,8-dihydroxy-2,3,11,12-tetramethoxy-7H-dibenzo[c,g]carbazole-5,9-dicarboxylic acid dimethyl ester (863117-48-0) → 6,8-bis-(3,4-dimethoxy-phenyl)-7-[2-(3,4-dimethoxy-phenyl)-ethyl]-2,3,11,12-tetramethoxy-7H-dibenzo[c,g]carbazole-5,9-dicarboxylic acid dimethyl ester (863117-50-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / CHCl₃; pyridine / 2 h / 0 - 25 °C

2: 88 percent / Pd(PPh₃)4; LiCl; aq. K₂CO₃ / 1,2-dimethoxy-ethane / 15 h / 80 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; lithium chloride; In pyridine; 1,2-dimethoxyethane; chloroform; 2: Suzuki coupling;

DOI:10.1021/ja0526416

Reference yield:

6,8-bis-(3,4-dimethoxy-phenyl)-7-[2-(3,4-dimethoxy-phenyl)-ethyl]-2,3,11,12-tetramethoxy-7H-dibenzo[c,g]carbazole-5,9-dicarboxylic acid dimethyl ester (863117-50-4) → permethyl ningalin D (863117-52-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 84 percent / t-BuOK; H₂O / dimethylsulfoxide / 24 h / 80 °C

2.1: diphenylphosphoryl azide; i-Pr₂NEt / CH₂Cl₂ / 20 h / 25 °C

2.2: 70 percent / H₂O / tetrahydrofuran / 90 h / Heating

With diphenylphosphoranyl azide; potassium tert-butylate; water; N-ethyl-N,N-diisopropylamine; In dichloromethane; dimethyl sulfoxide; 2.1: Curtius rearrangement;

DOI:10.1021/ja0526416

upstream raw materials:

7-[2-(3,4-dimethoxy-phenyl)-ethyl]-2,3,11,12-tetramethoxy-6,8-bis-trifluoromethanesulfonyloxy-7H-dibenzo[c,g]carbazole-5,9-dicarboxylic acid dimethyl ester

3,4-Dimethoxyphenylboronic acid

7-[2-(3,4-dimethoxy-phenyl)-ethyl]-6,8-dihydroxy-2,3,11,12-tetramethoxy-7H-dibenzo[c,g]carbazole-5,9-dicarboxylic acid dimethyl ester

Downstream raw materials:

permethyl ningalin D

Ningalin D