N-benzyl-N'-{2-[N-(4-bromobuta-2,3-dienyl)-N-(4-methylphenylsulfonyl)amino]ethyl}sulfamide

Base Information

• Chemical Name: N-benzyl-N'-{2-[N-(4-bromobuta-2,3-dienyl)-N-(4-methylphenylsulfonyl)amino]ethyl}sulfamide
• CAS No.: 934978-08-2
• Molecular Formula: C₂₀H₂₄BrN₃O₄S₂
• Molecular Weight: 514.464

Synonyms:N-benzyl-N'-{2-[N-(4-bromobuta-2,3-dienyl)-N-(4-methylphenylsulfonyl)amino]ethyl}sulfamide

Chemical Property of N-benzyl-N'-{2-[N-(4-bromobuta-2,3-dienyl)-N-(4-methylphenylsulfonyl)amino]ethyl}sulfamide

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Technology Process of N-benzyl-N'-{2-[N-(4-bromobuta-2,3-dienyl)-N-(4-methylphenylsulfonyl)amino]ethyl}sulfamide

There total 2 articles about N-benzyl-N'-{2-[N-(4-bromobuta-2,3-dienyl)-N-(4-methylphenylsulfonyl)amino]ethyl}sulfamide 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:

N1-BOC-N3-benzylsulfamide (147000-78-0) → N-benzyl-N'-{2-[N-(4-bromobuta-2,3-dienyl)-N-(4-methylphenylsulfonyl)amino]ethyl}sulfamide (934978-08-2)

Guidance literature:

Multi-step reaction with 2 steps

1: PPh₃; diethyl diazodicarboxylate / tetrahydrofuran; toluene / 8 h / 55 °C

2: 87 percent / aq. HCl / ethyl acetate / 6 h / 50 °C

With hydrogenchloride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethyl acetate; toluene; 1: Mitsunobu reaction;

DOI:10.1002/chem.200601373

Reference yield:

(aS)-1-bromo-4-[N,N-(2-hydroxyethyl)(4-methylphenylsulfonyl)amino]buta-1,2-diene (591235-88-0) → N-benzyl-N'-{2-[N-(4-bromobuta-2,3-dienyl)-N-(4-methylphenylsulfonyl)amino]ethyl}sulfamide (934978-08-2)

Guidance literature:

Multi-step reaction with 2 steps

1: PPh₃; diethyl diazodicarboxylate / tetrahydrofuran; toluene / 8 h / 55 °C

2: 87 percent / aq. HCl / ethyl acetate / 6 h / 50 °C

With hydrogenchloride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethyl acetate; toluene; 1: Mitsunobu reaction;

DOI:10.1002/chem.200601373

Reference yield: 41.0%

N-benzyl-N'-{2-[N-(4-bromobuta-2,3-dienyl)-N-(4-methylphenylsulfonyl)amino]ethyl}sulfamide (934978-08-2) → 3,6,8-triaza-8-benzyl-9-methylene-3-(4-methylphenylsulfonyl)-7-thiabicyclo[4.3.0]nonane-7,7-dione + 2-benzyl-6-(4-methylphenylsulfonyl)-2,4a,5,6,7,8-hexahydro-1H-pyrazino[1,2-b][1,2,6]thiadiazine-1,1-dione

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 8h;

DOI:10.1002/chem.200601373

upstream raw materials:

N¹-BOC-N³-benzylsulfamide

(aS)-1-bromo-4-[N,N-(2-hydroxyethyl)(4-methylphenylsulfonyl)amino]buta-1,2-diene

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