Benzenesulfonamide, N-[(1S,2S)-2-hydroxy-1-[[[(4-methylphenyl)sulfonyl]oxy]methyl]-2-(4-nitro phenyl)ethyl]-4-methyl-

Base Information

• Chemical Name: Benzenesulfonamide, N-[(1S,2S)-2-hydroxy-1-[[[(4-methylphenyl)sulfonyl]oxy]methyl]-2-(4-nitro phenyl)ethyl]-4-methyl-
• CAS No.: 928007-53-8
• Molecular Formula: C23H24N2O8S2
• Molecular Weight: 520.584
• Mol file: 928007-53-8.mol

Synonyms:

Chemical Property of Benzenesulfonamide, N-[(1S,2S)-2-hydroxy-1-[[[(4-methylphenyl)sulfonyl]oxy]methyl]-2-(4-nitro phenyl)ethyl]-4-methyl-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzenesulfonamide, N-[(1S,2S)-2-hydroxy-1-[[[(4-methylphenyl)sulfonyl]oxy]methyl]-2-(4-nitro phenyl)ethyl]-4-methyl-

There total 1 articles about Benzenesulfonamide, N-[(1S,2S)-2-hydroxy-1-[[[(4-methylphenyl)sulfonyl]oxy]methyl]-2-(4-nitro phenyl)ethyl]-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: 88.0%

(1S,2S)-2-amino-1-(4-nitrophenyl)propane-1,3-diol (119-62-0,716-61-0,2792-51-0,2792-52-1,2964-48-9,3689-55-2,63526-31-8,71115-69-0,140694-64-0) + p-toluenesulfonyl chloride (98-59-9) → (1S,2S)-2-(4-methylphenylsulfonylamino)-3-(4-methylphenylsulfonyloxy)-1-(4-nitrophenyl)propan-1-ol (928007-53-8)

Guidance literature:

With pyridine; In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1134/S107042800604004X

Reference yield: 95.0%

(1S,2S)-2-(4-methylphenylsulfonylamino)-3-(4-methylphenylsulfonyloxy)-1-(4-nitrophenyl)propan-1-ol (928007-53-8) → [1-(4-methylphenylsulfonyl)aziridin-2-yl](4-nitrophenyl)methanol (928007-57-2)

Guidance literature:

With potassium carbonate; In acetonitrile; at 50 - 55 ℃; for 2h;

DOI:10.1134/S107042800604004X

Reference yield:

(1S,2S)-2-(4-methylphenylsulfonylamino)-3-(4-methylphenylsulfonyloxy)-1-(4-nitrophenyl)propan-1-ol (928007-53-8) → (1S)-3-(4-methylphenylsulfonylamino)-1-(4-nitrophenyl)propan-1-ol

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / potassium carbonate / acetonitrile / 2 h / 50 - 55 °C

2: 98 percent / NaOH / H₂O; 2-methyl-propan-2-ol / 4 h / 20 °C

3: 65 percent / LiAlH₄ / tetrahydrofuran / 26 h / -78 - 20 °C

With sodium hydroxide; lithium aluminium tetrahydride; potassium carbonate; In tetrahydrofuran; water; acetonitrile; tert-butyl alcohol; 2: Payne rearrangement;

DOI:10.1134/S107042800604004X

upstream raw materials:

(1S,2S)-2-amino-1-(4-nitrophenyl)propane-1,3-diol

p-toluenesulfonyl chloride

Downstream raw materials:

[1-(4-methylphenylsulfonyl)aziridin-2-yl](4-nitrophenyl)methanol

(1S,2S)-2,3-epoxy-N-(4-methylphenylsulfonyl)-3-(4-nitrophenyl)propan-1-amine