2-((8-((tert-butyldimethylsilyl)oxy)quinolin-5-yl)sulfonyl)-1,3-diphenylpropane-1,3-dione

Base Information

• Chemical Name: 2-((8-((tert-butyldimethylsilyl)oxy)quinolin-5-yl)sulfonyl)-1,3-diphenylpropane-1,3-dione
• CAS No.: 1421355-33-0
• Molecular Formula: C₃₀H₃₁NO₅SSi
• Molecular Weight: 545.731
• Mol file: 1421355-33-0.mol

Synonyms:2-((8-((tert-butyldimethylsilyl)oxy)quinolin-5-yl)sulfonyl)-1,3-diphenylpropane-1,3-dione

Chemical Property of 2-((8-((tert-butyldimethylsilyl)oxy)quinolin-5-yl)sulfonyl)-1,3-diphenylpropane-1,3-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-((8-((tert-butyldimethylsilyl)oxy)quinolin-5-yl)sulfonyl)-1,3-diphenylpropane-1,3-dione

There total 4 articles about 2-((8-((tert-butyldimethylsilyl)oxy)quinolin-5-yl)sulfonyl)-1,3-diphenylpropane-1,3-dione 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: 62.0%

8-((tert-butyldimethylsilyl)oxy)quinoline-5-sulfonyl chloride (1421355-31-8) + 1,3-diphenylpropanedione (120-46-7,61346-73-4) → 2-((8-((tert-butyldimethylsilyl)oxy)quinolin-5-yl)sulfonyl)-1,3-diphenylpropane-1,3-dione (1421355-33-0)

Guidance literature:

1,3-diphenylpropanedione; With sodium methylate; at 50 ℃; for 1h;

8-((tert-butyldimethylsilyl)oxy)quinoline-5-sulfonyl chloride; In toluene; at 100 ℃; for 7h;

DOI:10.1016/j.bioorg.2012.10.003

Reference yield:

8-((tert-butyldimethylsilyl)oxy)quinoline-5-sulfonic acid (1421355-30-7) → 2-((8-((tert-butyldimethylsilyl)oxy)quinolin-5-yl)sulfonyl)-1,3-diphenylpropane-1,3-dione (1421355-33-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: thionyl chloride / N,N-dimethyl-formamide / 3 h / Inert atmosphere; Reflux

2.1: sodium methylate / 1 h / 50 °C

2.2: 7 h / 100 °C

With thionyl chloride; sodium methylate; In N,N-dimethyl-formamide;

DOI:10.1016/j.bioorg.2012.10.003

Reference yield:

8-quinolinol-5-sulfonic acid (84-88-8) → 2-((8-((tert-butyldimethylsilyl)oxy)quinolin-5-yl)sulfonyl)-1,3-diphenylpropane-1,3-dione (1421355-33-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1H-imidazole / dichloromethane / 10 h / 20 °C

2.1: thionyl chloride / N,N-dimethyl-formamide / 3 h / Inert atmosphere; Reflux

3.1: sodium methylate / 1 h / 50 °C

3.2: 7 h / 100 °C

With 1H-imidazole; thionyl chloride; sodium methylate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bioorg.2012.10.003

upstream raw materials:

8-((tert-butyldimethylsilyl)oxy)quinoline-5-sulfonic acid

8-((tert-butyldimethylsilyl)oxy)quinoline-5-sulfonyl chloride

1,3-diphenylpropanedione

8-quinolinol-5-sulfonic acid

Downstream raw materials:

C₂₄H₁₇NO₅S

C₃₀H₂₁N₃O₃S

5-((5,7-diphenyl-3,6-dihydro-2H-1,4-diazepin-6-yl)sulfonyl)quinolin-8-ol

C₂₉H₂₀N₄O₃S