5-[(E)-2-(ethoxycarbonyl)ethenyl]-1-methoxymethyl-2-phenylsulfanyl-1H-imidazole

Base Information

Chemical Name:5-[(E)-2-(ethoxycarbonyl)ethenyl]-1-methoxymethyl-2-phenylsulfanyl-1H-imidazole
CAS No.:460990-46-9
Molecular Formula:C₁₆H₁₈N₂O₃S
Molecular Weight:318.397
Hs Code.:

Synonyms:5-[(E)-2-(ethoxycarbonyl)ethenyl]-1-methoxymethyl-2-phenylsulfanyl-1H-imidazole

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Chemical Property of 5-[(E)-2-(ethoxycarbonyl)ethenyl]-1-methoxymethyl-2-phenylsulfanyl-1H-imidazole

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Technology Process of 5-[(E)-2-(ethoxycarbonyl)ethenyl]-1-methoxymethyl-2-phenylsulfanyl-1H-imidazole

There total 2 articles about 5-[(E)-2-(ethoxycarbonyl)ethenyl]-1-methoxymethyl-2-phenylsulfanyl-1H-imidazole 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: 100.0%

: 867-13-0
diethoxyphosphoryl-acetic acid ethyl ester

: 460990-43-6
1-(methoxymethyl)-2-(phenylthio)-1H-imidazole-5-carbaldehyde

: 460990-46-9
5-[(E)-2-(ethoxycarbonyl)ethenyl]-1-methoxymethyl-2-phenylsulfanyl-1H-imidazole

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In acetonitrile; at 20 ℃;
DOI:10.1016/S0040-4039(02)00782-7

Reference yield:

: 67319-05-5
1-(methoxymethyl)-2-(phenylthio)-1H-imidazole

: 460990-46-9
5-[(E)-2-(ethoxycarbonyl)ethenyl]-1-methoxymethyl-2-phenylsulfanyl-1H-imidazole

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi; 2,2,6,6-tetramethylpiperidine / tetrahydrofuran; 1,2-dimethoxy-ethane; hexane / 1 h / -78 °C

1.2: 83 percent / tetrahydrofuran; 1,2-dimethoxy-ethane; hexane / 4 h / -78 - 20 °C

2.1: 100 percent / DBU; LiCl / acetonitrile / 5 h / 0 - 20 °C

With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; acetonitrile; 2.1: Horner-Wadsworth-Emmons reaction;
DOI:10.1016/j.tet.2006.08.027