(S)-(E)-Diethyl 2-(4-methylpent-3-enyl)-2-<2-(p-toluenesulfinyl)vinyl>malonate

Base Information

• Chemical Name: (S)-(E)-Diethyl 2-(4-methylpent-3-enyl)-2-<2-(p-toluenesulfinyl)vinyl>malonate
• CAS No.: 112373-82-7
• Molecular Formula: C₂₂H₃₀O₅S
• Molecular Weight: 406.543
• Mol file: 112373-82-7.mol

Synonyms:(S)-(E)-Diethyl 2-(4-methylpent-3-enyl)-2-<2-(p-toluenesulfinyl)vinyl>malonate

Chemical Property of (S)-(E)-Diethyl 2-(4-methylpent-3-enyl)-2-<2-(p-toluenesulfinyl)vinyl>malonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-(E)-Diethyl 2-(4-methylpent-3-enyl)-2-<2-(p-toluenesulfinyl)vinyl>malonate

There total 3 articles about (S)-(E)-Diethyl 2-(4-methylpent-3-enyl)-2-<2-(p-toluenesulfinyl)vinyl>malonate 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: 7.0%

diethyl 2-(4-methylpent-3-en-1-yl)malonate (24555-27-9) + (S)-(E)-2-(p-Toluenesulfinyl)vinyl methanesulfonate (112373-72-5) → (S)-(E)-Diethyl 2-(4-methylpent-3-enyl)-2-<2-(p-toluenesulfinyl)vinyl>malonate (112373-82-7) + (S)-(Z)-Diethyl 2-(4-methylpent-3-enyl)-2-<2-(p-toluenesulfinyl)vinyl>malonate

Guidance literature:

With sodium hydride; In tetrahydrofuran; 1.) r.t., 1 h, 2.) 0 deg C to r.t., 12 h;

DOI:10.1021/jo00090a042

Reference yield:

diethyl 2-(4-methylpent-3-en-1-yl)malonate (24555-27-9) + (S)-(E)-2-(p-Toluenesulfinyl)vinyl methanesulfonate (112373-72-5) → (S)-(E)-Diethyl 2-(4-methylpent-3-enyl)-2-<2-(p-toluenesulfinyl)vinyl>malonate (112373-82-7)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 25 ℃; Yield given;

DOI:10.1021/ja00211a047

Reference yield:

(S)-methyl p-tolyl sulfoxide (5056-07-5) → (S)-(E)-Diethyl 2-(4-methylpent-3-enyl)-2-<2-(p-toluenesulfinyl)vinyl>malonate (112373-82-7)

Guidance literature:

Multi-step reaction with 2 steps

2: 64 percent / NaH / tetrahydrofuran / 1.) r.t., 1 h, 2.) 0 deg C to r.t., 12 h

With sodium hydride; In tetrahydrofuran;

DOI:10.1021/jo00090a042

upstream raw materials:

diethyl 2-(4-methylpent-3-en-1-yl)malonate

(S)-(E)-2-(p-Toluenesulfinyl)vinyl methanesulfonate

(S)-methyl p-tolyl sulfoxide

Downstream raw materials:

2-(4-Methyl-pent-3-enyl)-2-((2S,3S)-5-oxo-2-p-tolylsulfanyl-tetrahydro-furan-3-yl)-malonic acid diethyl ester

2-((2S,3S)-4,4-Dichloro-5-oxo-2-p-tolylsulfanyl-tetrahydro-furan-3-yl)-2-(4-methyl-pent-3-enyl)-malonic acid diethyl ester