(R)-(E)-Diethyl 2-<2-(3,4-dimethoxyphenyl)ethyl>-2-<2-(p-toluenesulfinyl)vinyl>malonate

Base Information

• Chemical Name: (R)-(E)-Diethyl 2-<2-(3,4-dimethoxyphenyl)ethyl>-2-<2-(p-toluenesulfinyl)vinyl>malonate
• CAS No.: 112373-84-9
• Molecular Formula: C₂₆H₃₂O₇S
• Molecular Weight: 488.602

Synonyms:(R)-(E)-Diethyl 2-<2-(3,4-dimethoxyphenyl)ethyl>-2-<2-(p-toluenesulfinyl)vinyl>malonate

Chemical Property of (R)-(E)-Diethyl 2-<2-(3,4-dimethoxyphenyl)ethyl>-2-<2-(p-toluenesulfinyl)vinyl>malonate

Chemical Property:

Purity/Quality:

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Technology Process of (R)-(E)-Diethyl 2-<2-(3,4-dimethoxyphenyl)ethyl>-2-<2-(p-toluenesulfinyl)vinyl>malonate

There total 2 articles about (R)-(E)-Diethyl 2-<2-(3,4-dimethoxyphenyl)ethyl>-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: 78.0%

Diethyl <2-(3,4-dimethoxyphenyl)ethyl>malonate (21610-38-8) + (R)-(E)-2-Bromovinyl p-tolyl sulfoxide (112373-73-6) → (R)-(E)-Diethyl 2-<2-(3,4-dimethoxyphenyl)ethyl>-2-<2-(p-toluenesulfinyl)vinyl>malonate (112373-84-9)

Guidance literature:

With sodium hydride; In tetrahydrofuran; 1.) r.t., 1 h, 2.) r.t., 12 h;

DOI:10.1021/jo00090a042

Reference yield:

(-)-menthyl p-toluenesulfinate (1517-82-4) → (R)-(E)-Diethyl 2-<2-(3,4-dimethoxyphenyl)ethyl>-2-<2-(p-toluenesulfinyl)vinyl>malonate (112373-84-9)

Guidance literature:

Multi-step reaction with 2 steps

2: 78 percent / NaH / tetrahydrofuran / 1.) r.t., 1 h, 2.) r.t., 12 h

With sodium hydride; In tetrahydrofuran;

DOI:10.1021/jo00090a042

Reference yield:

(R)-(E)-Diethyl 2-<2-(3,4-dimethoxyphenyl)ethyl>-2-<2-(p-toluenesulfinyl)vinyl>malonate (112373-84-9) + trifluoroacetyl chloride (76-02-8) → 2-((2R,3R)-4,4-Dichloro-5-oxo-2-p-tolylsulfanyl-tetrahydro-furan-3-yl)-2-[2-(3,4-dimethoxy-phenyl)-ethyl]-malonic acid diethyl ester (112373-89-4)

Guidance literature:

With zinc copper; In tetrahydrofuran; at 0 ℃;

DOI:10.1021/ja00211a047

upstream raw materials:

Diethyl <2-(3,4-dimethoxyphenyl)ethyl>malonate

(R)-(E)-2-Bromovinyl p-tolyl sulfoxide

(-)-menthyl p-toluenesulfinate

Downstream raw materials:

2-((2R,3R)-4,4-Dichloro-5-oxo-2-p-tolylsulfanyl-tetrahydro-furan-3-yl)-2-[2-(3,4-dimethoxy-phenyl)-ethyl]-malonic acid diethyl ester

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