(E)-2-bromo-5-[N-(4-methylphenylsulfonyl)amino]pent-2-enoate

Base Information

• Chemical Name: (E)-2-bromo-5-[N-(4-methylphenylsulfonyl)amino]pent-2-enoate
• CAS No.: 405932-40-3
• Molecular Formula: C₁₃H₁₆BrNO₄S
• Molecular Weight: 362.244
• Mol file: 405932-40-3.mol

Synonyms:(E)-2-bromo-5-[N-(4-methylphenylsulfonyl)amino]pent-2-enoate

Chemical Property of (E)-2-bromo-5-[N-(4-methylphenylsulfonyl)amino]pent-2-enoate

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-enoate

There total 3 articles about (E)-2-bromo-5-[N-(4-methylphenylsulfonyl)amino]pent-2-enoate 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:

3-[N-(4-methylphenylsulfonyl)amino]propan-1-ol (13379-98-1) → (E)-2-bromo-5-[N-(4-methylphenylsulfonyl)amino]pent-2-enoate (405932-40-3)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 777 mg / CHCl₃ / 19 h / 0 °C

With oxalyl dichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In dichloromethane; chloroform;

DOI:10.1021/jo016320y

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → (E)-2-bromo-5-[N-(4-methylphenylsulfonyl)amino]pent-2-enoate (405932-40-3)

Guidance literature:

Multi-step reaction with 3 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

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane; chloroform;

DOI:10.1021/jo016320y

Reference yield:

N-1-(3-oxopropyl)-4-methyl-1-benzenesulfonamide (718633-51-3) + methyl 2-bromo-2-(triphenylphosphanylidene)acetate (13504-77-3) → (E)-2-bromo-5-[N-(4-methylphenylsulfonyl)amino]pent-2-enoate (405932-40-3) + (Z)-2-bromo-5-[N-(4-methylphenylsulfonyl)amino]pent-2-enoate (405932-38-9)

Guidance literature:

In chloroform; at 0 ℃; for 19h;

DOI:10.1021/jo016320y

upstream raw materials:

N-1-(3-oxopropyl)-4-methyl-1-benzenesulfonamide

methyl 2-bromo-2-(triphenylphosphanylidene)acetate

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

p-toluenesulfonyl chloride

Downstream raw materials:

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

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

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