permethyl ningalin D

Base Information

• Chemical Name: permethyl ningalin D
• CAS No.: 863117-52-6
• Molecular Formula: C₅₀H₄₇NO₁₂
• Molecular Weight: 853.923
• Mol file: 863117-52-6.mol

Synonyms:permethyl ningalin D

Chemical Property of permethyl ningalin D

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of permethyl ningalin D

There total 10 articles about permethyl ningalin D 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: 70.0%

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 (863117-51-5) → permethyl ningalin D (863117-52-6)

Guidance literature:

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; With diphenylphosphoranyl azide; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 25 ℃; for 20h;

With water; In tetrahydrofuran; for 90h; Heating;

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) → permethyl ningalin D (863117-52-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 92 percent / CHCl₃; pyridine / 2 h / 0 - 25 °C

2.1: 88 percent / Pd(PPh₃)4; LiCl; aq. K₂CO₃ / 1,2-dimethoxy-ethane / 15 h / 80 °C

3.1: 84 percent / t-BuOK; H₂O / dimethylsulfoxide / 24 h / 80 °C

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

4.2: 70 percent / H₂O / tetrahydrofuran / 90 h / Heating

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; diphenylphosphoranyl azide; potassium tert-butylate; water; potassium carbonate; N-ethyl-N,N-diisopropylamine; lithium chloride; In pyridine; 1,2-dimethoxyethane; dichloromethane; chloroform; dimethyl sulfoxide; 2.1: Suzuki coupling / 4.1: Curtius rearrangement;

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:

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

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

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

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

Downstream raw materials:

Ningalin D