4-[[2-(3,4-Dimethoxy-phenyl)-ethyl]-(2-ethanesulfinylmethyl-benzoyl)-amino]-2-methylene-4-oxo-butyric acid methyl ester

Base Information

• Chemical Name: 4-[[2-(3,4-Dimethoxy-phenyl)-ethyl]-(2-ethanesulfinylmethyl-benzoyl)-amino]-2-methylene-4-oxo-butyric acid methyl ester
• CAS No.: 179945-79-0
• Molecular Formula: C₂₆H₃₁NO₇S
• Molecular Weight: 501.601

Synonyms:4-[[2-(3,4-Dimethoxy-phenyl)-ethyl]-(2-ethanesulfinylmethyl-benzoyl)-amino]-2-methylene-4-oxo-butyric acid methyl ester

Chemical Property of 4-[[2-(3,4-Dimethoxy-phenyl)-ethyl]-(2-ethanesulfinylmethyl-benzoyl)-amino]-2-methylene-4-oxo-butyric acid methyl ester

Chemical Property:

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Technology Process of 4-[[2-(3,4-Dimethoxy-phenyl)-ethyl]-(2-ethanesulfinylmethyl-benzoyl)-amino]-2-methylene-4-oxo-butyric acid methyl ester

There total 4 articles about 4-[[2-(3,4-Dimethoxy-phenyl)-ethyl]-(2-ethanesulfinylmethyl-benzoyl)-amino]-2-methylene-4-oxo-butyric acid methyl 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: 93.0%

4-[[2-(3,4-Dimethoxy-phenyl)-ethyl]-(2-ethylsulfanylmethyl-benzoyl)-amino]-2-methylene-4-oxo-butyric acid methyl ester (179945-91-6) → 4-[[2-(3,4-Dimethoxy-phenyl)-ethyl]-(2-ethanesulfinylmethyl-benzoyl)-amino]-2-methylene-4-oxo-butyric acid methyl ester (179945-79-0)

Guidance literature:

With sodium periodate;

DOI:10.1021/jo9716183

Reference yield:

2-Ethylsulfanylmethyl-benzoic acid (79313-52-3) → 4-[[2-(3,4-Dimethoxy-phenyl)-ethyl]-(2-ethanesulfinylmethyl-benzoyl)-amino]-2-methylene-4-oxo-butyric acid methyl ester (179945-79-0)

Guidance literature:

Multi-step reaction with 4 steps

1: SOCl₂ / benzene / 1 h / Ambient temperature

2: 7.8 g / CH₂Cl₂ / 2 h / Ambient temperature

3: 83 percent / 4A MS / CH₂Cl₂ / 24 h / Ambient temperature

4: 93 percent / NaIO₄

With sodium periodate; thionyl chloride; In dichloromethane; benzene;

DOI:10.1021/jo9716183

Reference yield:

2-Ethylsulfanylmethyl-benzoyl chloride → 4-[[2-(3,4-Dimethoxy-phenyl)-ethyl]-(2-ethanesulfinylmethyl-benzoyl)-amino]-2-methylene-4-oxo-butyric acid methyl ester (179945-79-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 7.8 g / CH₂Cl₂ / 2 h / Ambient temperature

2: 83 percent / 4A MS / CH₂Cl₂ / 24 h / Ambient temperature

3: 93 percent / NaIO₄

With sodium periodate; In dichloromethane;

DOI:10.1021/jo9716183

upstream raw materials:

4-[[2-(3,4-Dimethoxy-phenyl)-ethyl]-(2-ethylsulfanylmethyl-benzoyl)-amino]-2-methylene-4-oxo-butyric acid methyl ester

2-Ethylsulfanylmethyl-benzoic acid

N-[2-(3,4-Dimethoxy-phenyl)-ethyl]-2-ethylsulfanylmethyl-benzamide

Downstream raw materials:

1-[2-(3,4-Dimethoxy-phenyl)-ethyl]-9b-hydroxy-2,5-dioxo-1,2,3,4,5,9b-hexahydro-benzo[g]indole-3a-carboxylic acid methyl ester

1-[2-(3,4-Dimethoxy-phenyl)-ethyl]-9b-ethylsulfanyl-2,5-dioxo-1,2,3,4,5,9b-hexahydro-benzo[g]indole-3a-carboxylic acid methyl ester

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