8-tert-butyldiphenylsilyloxy-5-(N,N-dimethyl)sulfonamido-2-methylquinoline

Base Information

• Chemical Name: 8-tert-butyldiphenylsilyloxy-5-(N,N-dimethyl)sulfonamido-2-methylquinoline
• CAS No.: 607708-58-7
• Molecular Formula: C₂₈H₃₂N₂O₃SSi
• Molecular Weight: 504.725
• Mol file: 607708-58-7.mol

Synonyms:8-tert-butyldiphenylsilyloxy-5-(N,N-dimethyl)sulfonamido-2-methylquinoline

Chemical Property of 8-tert-butyldiphenylsilyloxy-5-(N,N-dimethyl)sulfonamido-2-methylquinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-tert-butyldiphenylsilyloxy-5-(N,N-dimethyl)sulfonamido-2-methylquinoline

There total 3 articles about 8-tert-butyldiphenylsilyloxy-5-(N,N-dimethyl)sulfonamido-2-methylquinoline 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: 90.0%

tert-butylchlorodiphenylsilane (58479-61-1) + 5-(N,N-dimethyl)sulfonamido-8-hydroxy-2-methylquinoline (349543-92-6) → 8-tert-butyldiphenylsilyloxy-5-(N,N-dimethyl)sulfonamido-2-methylquinoline (607708-58-7)

Guidance literature:

5-(N,N-dimethyl)sulfonamido-8-hydroxy-2-methylquinoline; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 1h;

tert-butylchlorodiphenylsilane; In tetrahydrofuran; at 0 - 55 ℃;

DOI:10.1021/ml500198b

Reference yield:

8-hydroxy-2-methyl-quinoline-5-sulfonyl chloride (903877-94-1) → 8-tert-butyldiphenylsilyloxy-5-(N,N-dimethyl)sulfonamido-2-methylquinoline (607708-58-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / tetrahydrofuran / 3.17 h

2: 57 percent / imidazole / dimethylformamide / 2 h

With 1H-imidazole; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/ja0355980

Reference yield:

2-methyl-8-quinolinol (826-81-3) → 8-tert-butyldiphenylsilyloxy-5-(N,N-dimethyl)sulfonamido-2-methylquinoline (607708-58-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: chlorosulfonic acid / 2 h / 0 °C

2.1: tetrahydrofuran / 4 h

3.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C

3.2: 0 - 55 °C

With chlorosulfonic acid; sodium hydride; In tetrahydrofuran;

DOI:10.1021/ml500198b

upstream raw materials:

tert-butylchlorodiphenylsilane

5-(N,N-dimethyl)sulfonamido-8-hydroxy-2-methylquinoline

8-hydroxy-2-methyl-quinoline-5-sulfonyl chloride

2-methyl-8-quinolinol

Downstream raw materials:

2-(benzhydrylidene-amino)-3-[8-(tert-butyl-diphenyl-silanyloxy)-5-dimethylsulfamoyl-quinolin-2-yl]-propionic acid tert-butyl ester

(S)-2-amino-N^α-(9-fluorenylmethyloxycarbonyl)-3-(8-hydroxy-5-(N,N-dimethyl)sylfonamidoquinoline-2-yl)propionic acid

8-tert-butyldiphenylsilyloxy-5-(N,N-dimethyl)sulfonamide-2-(hydroxymethyl)quinoline