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

Base Information

• Chemical Name: 1-[4-tert-butyldiphenylsilyloxy-2-(4-methylphenylsulfonamido)-4-phenyl-(2R,4R)-butyl-(S_S)-sulfinyl]-4-methylbenzene
• CAS No.: 678196-05-9
• Molecular Formula: C₄₀H₄₅NO₄S₂Si
• Molecular Weight: 696.019

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

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

Chemical Property:

Purity/Quality:

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

There total 7 articles about 1-[4-tert-butyldiphenylsilyloxy-2-(4-methylphenylsulfonamido)-4-phenyl-(2R,4R)-butyl-(S_S)-sulfinyl]-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: 80.0%

tert-butylchlorodiphenylsilane (58479-61-1) + 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)-butyl-(SS)-sulfinyl]-4-methylbenzene (678196-05-9)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 20 ℃; for 2h;

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)-butyl-(SS)-sulfinyl]-4-methylbenzene (678196-05-9)

Guidance literature:

Multi-step reaction with 4 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

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

DOI:10.1016/j.tet.2004.04.019

Reference yield:

N-[2-bromo-3-hydroxy-1-(SS)(4-methylphenylsulfinylmethyl)-3-phenyl-(1S,2R,3S)-propyl]-4-methyl-1-benzenesulfonamide (678196-03-7) → 1-[4-tert-butyldiphenylsilyloxy-2-(4-methylphenylsulfonamido)-4-phenyl-(2R,4R)-butyl-(SS)-sulfinyl]-4-methylbenzene (678196-05-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / tri-n-butyltin hydride; AIBN / benzene / 1.5 h / Heating

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

With 1H-imidazole; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In dichloromethane; benzene;

DOI:10.1016/j.tet.2004.04.019

upstream raw materials:

tert-butylchlorodiphenylsilane

N-[3-hydroxy-1-(S_S)(4-methylphenylsulfinylmethyl)-3-phenyl-(1R,3R)-propyl]-4-methyl-1-benzenesulfonamide

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

toluene-4-sulfonamide

Downstream raw materials:

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

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