1-[4-(tert-butyldiphenylsilyloxy)-2-(4-methylphenylsulfonamido)-4-phenyl-(2R,4R)-butylsulfonyl]-4-methylbenzene

Base Information

• Chemical Name: 1-[4-(tert-butyldiphenylsilyloxy)-2-(4-methylphenylsulfonamido)-4-phenyl-(2R,4R)-butylsulfonyl]-4-methylbenzene
• CAS No.: 678196-06-0
• Molecular Formula: C₄₀H₄₅NO₅S₂Si
• Molecular Weight: 712.019
• Mol file: 678196-06-0.mol

Synonyms:1-[4-(tert-butyldiphenylsilyloxy)-2-(4-methylphenylsulfonamido)-4-phenyl-(2R,4R)-butylsulfonyl]-4-methylbenzene

Chemical Property of 1-[4-(tert-butyldiphenylsilyloxy)-2-(4-methylphenylsulfonamido)-4-phenyl-(2R,4R)-butylsulfonyl]-4-methylbenzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[4-(tert-butyldiphenylsilyloxy)-2-(4-methylphenylsulfonamido)-4-phenyl-(2R,4R)-butylsulfonyl]-4-methylbenzene

There total 8 articles about 1-[4-(tert-butyldiphenylsilyloxy)-2-(4-methylphenylsulfonamido)-4-phenyl-(2R,4R)-butylsulfonyl]-4-methylbenzene 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: 93.0%

1-[4-tert-butyldiphenylsilyloxy-2-(4-methylphenylsulfonamido)-4-phenyl-(2R,4R)-butyl-(SS)-sulfinyl]-4-methylbenzene (678196-05-9) → 1-[4-(tert-butyldiphenylsilyloxy)-2-(4-methylphenylsulfonamido)-4-phenyl-(2R,4R)-butylsulfonyl]-4-methylbenzene (678196-06-0)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform; at 0 ℃; for 0.166667h;

DOI:10.1016/j.tet.2004.04.019

Reference yield:

4-Methyl-N-[(E)-3-phenyl-prop-2-en-(E)-ylidene]-benzenesulfonamide (51985-30-9,137845-37-5,144381-72-6) → 1-[4-(tert-butyldiphenylsilyloxy)-2-(4-methylphenylsulfonamido)-4-phenyl-(2R,4R)-butylsulfonyl]-4-methylbenzene (678196-06-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: lithium diisopropylamide / tetrahydrofuran / 0.33 h / -78 °C

1.2: 61 percent / tetrahydrofuran / 0.33 h / -78 °C

2.1: 84 percent / N-bromosuccinimide; water / toluene; CHCl₃ / 1 h / 20 °C

3.1: 76 percent / tri-n-butyltin hydride; AIBN / benzene / 1.5 h / Heating

4.1: 80 percent / imidazole / CH₂Cl₂ / 2 h / 20 °C

5.1: 93 percent / m-CPBA / CHCl₃ / 0.17 h / 0 °C

With 1H-imidazole; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); water; tri-n-butyl-tin hydride; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; chloroform; toluene; benzene;

DOI:10.1016/j.tet.2004.04.019

Reference yield:

N-[3-hydroxy-1-(SS)(4-methylphenylsulfinylmethyl)-3-phenyl-(1R,3R)-propyl]-4-methyl-1-benzenesulfonamide (678196-04-8) → 1-[4-(tert-butyldiphenylsilyloxy)-2-(4-methylphenylsulfonamido)-4-phenyl-(2R,4R)-butylsulfonyl]-4-methylbenzene (678196-06-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / imidazole / CH₂Cl₂ / 2 h / 20 °C

2: 93 percent / m-CPBA / CHCl₃ / 0.17 h / 0 °C

With 1H-imidazole; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; chloroform;

DOI:10.1016/j.tet.2004.04.019

upstream raw materials:

1-[4-tert-butyldiphenylsilyloxy-2-(4-methylphenylsulfonamido)-4-phenyl-(2R,4R)-butyl-(S_S)-sulfinyl]-4-methylbenzene

4-Methyl-N-[(E)-3-phenyl-prop-2-en-(E)-ylidene]-benzenesulfonamide

toluene-4-sulfonamide

3-phenyl-propenal