dithiocarbonic acid S-[2-(2-chlorobenzenesulfonylamino)-1-(2-oxotetrahydrofuran-3-yl-methyl)ethyl] ester O-ethyl ester

Base Information

• Chemical Name: dithiocarbonic acid S-[2-(2-chlorobenzenesulfonylamino)-1-(2-oxotetrahydrofuran-3-yl-methyl)ethyl] ester O-ethyl ester
• CAS No.: 851460-99-6
• Molecular Formula: C₁₆H₂₀ClNO₅S₃
• Molecular Weight: 437.99

Synonyms:dithiocarbonic acid S-[2-(2-chlorobenzenesulfonylamino)-1-(2-oxotetrahydrofuran-3-yl-methyl)ethyl] ester O-ethyl ester

Chemical Property of dithiocarbonic acid S-[2-(2-chlorobenzenesulfonylamino)-1-(2-oxotetrahydrofuran-3-yl-methyl)ethyl] ester O-ethyl ester

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Technology Process of dithiocarbonic acid S-[2-(2-chlorobenzenesulfonylamino)-1-(2-oxotetrahydrofuran-3-yl-methyl)ethyl] ester O-ethyl ester

There total 2 articles about dithiocarbonic acid S-[2-(2-chlorobenzenesulfonylamino)-1-(2-oxotetrahydrofuran-3-yl-methyl)ethyl] ester O-ethyl 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: 92.0%

N-allyl-2-chlorobenzenesulfonamide (851460-92-9) + dithiocarbonic acid O-ethyl ester S-(2-oxotetrahydrofuran-3-yl) ester (66909-39-5) → dithiocarbonic acid S-[2-(2-chlorobenzenesulfonylamino)-1-(2-oxotetrahydrofuran-3-yl-methyl)ethyl] ester O-ethyl ester (851460-99-6)

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:

2-chlorophenylsulfonyl chloride (2905-23-9) → dithiocarbonic acid S-[2-(2-chlorobenzenesulfonylamino)-1-(2-oxotetrahydrofuran-3-yl-methyl)ethyl] ester O-ethyl ester (851460-99-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 55 percent / NaOH / H₂O; diethyl ether / 5 h / 20 °C

2: 92 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: 89.0%

dithiocarbonic acid S-[2-(2-chlorobenzenesulfonylamino)-1-(2-oxotetrahydrofuran-3-yl-methyl)ethyl] ester O-ethyl ester (851460-99-6) + acetyl chloride (75-36-5) → dithiocarbonic acid S-[2-[acetyl(2-chlorobenzenesulfonyl)amino]-1-(2-oxotetrahydrofuran-3-yl-methyl)ethyl] ester O-ethyl ester (851461-07-9)

Guidance literature:

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

DOI:10.1021/ol0503642

upstream raw materials:

N-allyl-2-chlorobenzenesulfonamide

dithiocarbonic acid O-ethyl ester S-(2-oxotetrahydrofuran-3-yl) ester

2-chlorophenylsulfonyl chloride

Downstream raw materials:

dithiocarbonic acid S-[2-[acetyl(2-chlorobenzenesulfonyl)amino]-1-(2-oxotetrahydrofuran-3-yl-methyl)ethyl] ester O-ethyl ester

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