(E)-2-bromo-5-[N-(4-methylphenylsulfonyl)amino]-pent-2-en-1-yl methylsulfonate

Base Information

• Chemical Name: (E)-2-bromo-5-[N-(4-methylphenylsulfonyl)amino]-pent-2-en-1-yl methylsulfonate
• CAS No.: 293299-52-2
• Molecular Formula: C₁₃H₁₈BrNO₅S₂
• Molecular Weight: 412.326
• Mol file: 293299-52-2.mol

Synonyms:(E)-2-bromo-5-[N-(4-methylphenylsulfonyl)amino]-pent-2-en-1-yl methylsulfonate

Chemical Property of (E)-2-bromo-5-[N-(4-methylphenylsulfonyl)amino]-pent-2-en-1-yl methylsulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-2-bromo-5-[N-(4-methylphenylsulfonyl)amino]-pent-2-en-1-yl methylsulfonate

There total 5 articles about (E)-2-bromo-5-[N-(4-methylphenylsulfonyl)amino]-pent-2-en-1-yl methylsulfonate 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: 99.0%

methanesulfonyl chloride (124-63-0) + (E)-2-bromo-5-[N-(4-methylphenylsulfonyl)amino]pent-2-en-1-ol (405932-44-7) → (E)-2-bromo-5-[N-(4-methylphenylsulfonyl)amino]-pent-2-en-1-yl methylsulfonate (293299-52-2)

Guidance literature:

With triethylamine; In tetrahydrofuran; at -78 - 0 ℃; for 0.5h;

DOI:10.1021/jo016320y

Reference yield:

3-[N-(4-methylphenylsulfonyl)amino]propan-1-ol (13379-98-1) → (E)-2-bromo-5-[N-(4-methylphenylsulfonyl)amino]-pent-2-en-1-yl methylsulfonate (293299-52-2)

Guidance literature:

Multi-step reaction with 4 steps

1: (COCl)2; DMSO; diisopropylethylamine / CH₂Cl₂ / 1.33 h / -78 °C

2: 777 mg / CHCl₃ / 19 h / 0 °C

3: 63 percent / DIBAL / CHCl₃; toluene / 2 h / -78 °C

4: 99 percent / Et₃N / tetrahydrofuran / 0.5 h / -78 - 0 °C

With oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; chloroform; toluene;

DOI:10.1021/jo016320y

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → (E)-2-bromo-5-[N-(4-methylphenylsulfonyl)amino]-pent-2-en-1-yl methylsulfonate (293299-52-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 99 percent / Et₃N / CH₂Cl₂ / 17 h / 0 °C

2: (COCl)2; DMSO; diisopropylethylamine / CH₂Cl₂ / 1.33 h / -78 °C

3: 777 mg / CHCl₃ / 19 h / 0 °C

4: 63 percent / DIBAL / CHCl₃; toluene / 2 h / -78 °C

5: 99 percent / Et₃N / tetrahydrofuran / 0.5 h / -78 - 0 °C

With oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; chloroform; toluene;

DOI:10.1021/jo016320y

upstream raw materials:

methanesulfonyl chloride

(E)-2-bromo-5-[N-(4-methylphenylsulfonyl)amino]pent-2-en-1-ol

3-[N-(4-methylphenylsulfonyl)amino]propan-1-ol

p-toluenesulfonyl chloride

Downstream raw materials:

5-[N-(4-methylphenylsulfonyl)amino]penta-1,2-diene