Benzenesulfonamide, N-[(1R,3R)-3-(acetyloxy)-1-[[(S)-(4-methylphenyl)sulfinyl]methyl]-3-phen ylpropyl]-N-3-butenyl-4-methyl-

Base Information

• Chemical Name: Benzenesulfonamide, N-[(1R,3R)-3-(acetyloxy)-1-[[(S)-(4-methylphenyl)sulfinyl]methyl]-3-phen ylpropyl]-N-3-butenyl-4-methyl-
• CAS No.: 678196-12-8
• Molecular Formula: C30H35NO5S2
• Molecular Weight: 553.744
• Mol file: 678196-12-8.mol

Synonyms:

Chemical Property of Benzenesulfonamide, N-[(1R,3R)-3-(acetyloxy)-1-[[(S)-(4-methylphenyl)sulfinyl]methyl]-3-phen ylpropyl]-N-3-butenyl-4-methyl-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzenesulfonamide, N-[(1R,3R)-3-(acetyloxy)-1-[[(S)-(4-methylphenyl)sulfinyl]methyl]-3-phen ylpropyl]-N-3-butenyl-4-methyl-

There total 9 articles about Benzenesulfonamide, N-[(1R,3R)-3-(acetyloxy)-1-[[(S)-(4-methylphenyl)sulfinyl]methyl]-3-phen ylpropyl]-N-3-butenyl-4-methyl- 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%

4-(SS)(4-methylphenylsulfinyl)-3-(4-methylphenylsulfonamido)-1-phenyl-(1R,3R)-butyl acetate (678196-11-7) → 3-[N-(3-butenyl)-(4-methylphenyl)sulfonamido]-4-(SS)(4-methylphenylsulfinyl)-1-phenyl-(1R,3R)-butyl acetate (678196-12-8)

Guidance literature:

With potassium carbonate; In acetonitrile; for 2h; Heating;

DOI:10.1016/j.tetlet.2003.12.129

Reference yield: 90.0%

3-butenyl 4-nitro-1-benzenesulfonate (722538-53-6) + 4-(SS)(4-methylphenylsulfinyl)-3-(4-methylphenylsulfonamido)-1-phenyl-(1R,3R)-butyl acetate (678196-11-7) → 3-[N-(3-butenyl)-(4-methylphenyl)sulfonamido]-4-(SS)(4-methylphenylsulfinyl)-1-phenyl-(1R,3R)-butyl acetate (678196-12-8)

Guidance literature:

With potassium carbonate; In acetonitrile; for 2h; Heating;

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) → 3-[N-(3-butenyl)-(4-methylphenyl)sulfonamido]-4-(SS)(4-methylphenylsulfinyl)-1-phenyl-(1R,3R)-butyl acetate (678196-12-8)

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: 96 percent / pyridine / CH₂Cl₂ / 4 h / 20 °C

5.1: 90 percent / K₂CO₃ / acetonitrile / 2 h / Heating

With pyridine; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); water; tri-n-butyl-tin hydride; potassium carbonate; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; chloroform; toluene; acetonitrile; benzene;

DOI:10.1016/j.tet.2004.04.019

upstream raw materials:

4-(S_S)(4-methylphenylsulfinyl)-3-(4-methylphenylsulfonamido)-1-phenyl-(1R,3R)-butyl acetate

3-butenyl 4-nitro-1-benzenesulfonate

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

toluene-4-sulfonamide

Downstream raw materials:

Trifluoro-acetic acid (2R,4R)-4-acetoxy-2-[but-3-enyl-(toluene-4-sulfonyl)-amino]-4-phenyl-1-p-tolylsulfanyl-butyl ester

2-[1-methyl-(2S)-piperidin-2-yl]-1-phenyl-(1R)-ethan-1-ol

1-phenyl-2-[(2S)-piperidin-2-yl]-(1R)-ethan-1-ol

2-[(2R)-1,2,5,6-tetrahydropyridin-2-yl]-1-phenyl-(1R)-ethan-1-ol