Propanedioic acid, ethyl[1-methoxy-2-(phenylsulfinyl)ethenyl]-, diethyl ester, (E)-

Base Information

• Chemical Name: Propanedioic acid, ethyl[1-methoxy-2-(phenylsulfinyl)ethenyl]-, diethyl ester, (E)-
• CAS No.: 93845-16-0
• Molecular Formula: C₁₈H₂₄O₆S
• Molecular Weight: 368.451
• Mol file: 93845-16-0.mol

Synonyms:

Chemical Property of Propanedioic acid, ethyl[1-methoxy-2-(phenylsulfinyl)ethenyl]-, diethyl ester, (E)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Propanedioic acid, ethyl[1-methoxy-2-(phenylsulfinyl)ethenyl]-, diethyl ester, (E)-

There total 4 articles about Propanedioic acid, ethyl[1-methoxy-2-(phenylsulfinyl)ethenyl]-, diethyl ester, (E)- 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: 60.0%

chloromethoxyvinyl sulfoxide (107673-09-6) + ethyl diethyl malonate (133-13-1) → 2-((Z)-2-Benzenesulfinyl-1-methoxy-vinyl)-2-ethyl-malonic acid diethyl ester (93845-16-0,93845-17-1)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at 65 ℃; for 2h;

DOI:10.1246/cl.1984.1517

Reference yield:

β,β-dichlorovinyl phenyl sulfoxide (40976-97-4) → 2-((Z)-2-Benzenesulfinyl-1-methoxy-vinyl)-2-ethyl-malonic acid diethyl ester (93845-16-0,93845-17-1)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol / 3 h / Ambient temperature

2: 60 percent / n-BuLi / tetrahydrofuran / 2 h / 65 °C

With n-butyllithium; In tetrahydrofuran; methanol;

DOI:10.1246/cl.1984.1517

Reference yield:

2-Ethyl-2-((Z)-1-methoxy-2-phenylsulfanyl-vinyl)-malonic acid diethyl ester (93845-18-2,93845-19-3) → 2-((Z)-2-Benzenesulfinyl-1-methoxy-vinyl)-2-ethyl-malonic acid diethyl ester (93845-16-0,93845-17-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) Me₃SiI, 2) MeOH / 1)CDCl₃, 6 d

2: 24 percent / Raney Ni / acetone

3: 60 percent / n-BuLi / tetrahydrofuran / 2 h / 65 °C

With methanol; n-butyllithium; trimethylsilyl iodide; nickel; In tetrahydrofuran; acetone;

DOI:10.1246/cl.1984.1517

upstream raw materials:

chloromethoxyvinyl sulfoxide

ethyl diethyl malonate

β,β-dichlorovinyl phenyl sulfoxide

2-Ethyl-2-(2-phenylsulfanyl-acetyl)-malonic acid diethyl ester

Downstream raw materials:

2-Ethyl-2-((Z)-1-methoxy-2-phenylsulfanyl-vinyl)-malonic acid diethyl ester

2-((E)-2-Benzenesulfonyl-1-methoxy-vinyl)-2-ethyl-malonic acid diethyl ester

diethyl (acetyl)ethylmalonate

2-Ethyl-2-(2-phenylsulfanyl-acetyl)-malonic acid diethyl ester

Refernces