dithiocarbonic acid O-ethyl ester S-{4-oxo-4-thiophen-2-yl-1-[(4-trifluoromethylbenzenesulfonylamino)methyl]butyl} ester

Base Information

• Chemical Name: dithiocarbonic acid O-ethyl ester S-{4-oxo-4-thiophen-2-yl-1-[(4-trifluoromethylbenzenesulfonylamino)methyl]butyl} ester
• CAS No.: 851461-01-3
• Molecular Formula: C₁₉H₂₀F₃NO₄S₄
• Molecular Weight: 511.631

Synonyms:dithiocarbonic acid O-ethyl ester S-{4-oxo-4-thiophen-2-yl-1-[(4-trifluoromethylbenzenesulfonylamino)methyl]butyl} ester

Chemical Property of dithiocarbonic acid O-ethyl ester S-{4-oxo-4-thiophen-2-yl-1-[(4-trifluoromethylbenzenesulfonylamino)methyl]butyl} ester

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Technology Process of dithiocarbonic acid O-ethyl ester S-{4-oxo-4-thiophen-2-yl-1-[(4-trifluoromethylbenzenesulfonylamino)methyl]butyl} ester

There total 2 articles about dithiocarbonic acid O-ethyl ester S-{4-oxo-4-thiophen-2-yl-1-[(4-trifluoromethylbenzenesulfonylamino)methyl]butyl} ester 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: 49.0%

N-allyl-4-(trifluoromethyl)benzenesulfonamide (851460-93-0) + dithiocarbonic acid O-ethyl ester S-(2-oxo-2-thiophen-2-yl-ethyl) ester → dithiocarbonic acid O-ethyl ester S-{4-oxo-4-thiophen-2-yl-1-[(4-trifluoromethylbenzenesulfonylamino)methyl]butyl} ester (851461-01-3)

Guidance literature:

With dilauryl peroxide; In 1,2-dichloro-ethane; Heating;

DOI:10.1021/ol0503642 DOI:10.1016/j.tet.2007.04.091

Reference yield:

4-trifluorophenylsulfonyl chloride (2991-42-6) → dithiocarbonic acid O-ethyl ester S-{4-oxo-4-thiophen-2-yl-1-[(4-trifluoromethylbenzenesulfonylamino)methyl]butyl} ester (851461-01-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / NaOH / H₂O; diethyl ether / 5 h / 20 °C

2: 49 percent / lauroyl peroxide / 1,2-dichloro-ethane / Heating

With sodium hydroxide; dilauryl peroxide; In diethyl ether; water; 1,2-dichloro-ethane; 1: Schotten-Baumann reaction;

DOI:10.1016/j.tet.2007.04.091

Reference yield: 86.0%

dithiocarbonic acid O-ethyl ester S-{4-oxo-4-thiophen-2-yl-1-[(4-trifluoromethylbenzenesulfonylamino)methyl]butyl} ester (851461-01-3) + acetyl chloride (75-36-5) → dithiocarbonic acid S-(1-{[acetyl(4-trifluoromethylbenzenesulfonyl)amino]methyl}-4-oxo-4-thiophen-2-yl-butyl) ester O-ethyl ester (851461-09-1)

Guidance literature:

With dmap; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/ol0503642

upstream raw materials:

N-allyl-4-(trifluoromethyl)benzenesulfonamide

4-trifluorophenylsulfonyl chloride

Downstream raw materials:

dithiocarbonic acid S-(1-{[acetyl(4-trifluoromethylbenzenesulfonyl)amino]methyl}-4-oxo-4-thiophen-2-yl-butyl) ester O-ethyl ester

N-[5-oxo-5-thiophen-2-yl-2-(4-trifluoromethylphenyl)pentyl]acetamide

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