methyl (E)-3-[2-n-butyl-1-{(4-carbomethoxy-3-methoxymethoxyphenyl)methyl}-1H-imidazol-5-yl]-2-(thien-2-yl)methyl-2-propenoate

Base Information

Chemical Name:methyl (E)-3-[2-n-butyl-1-{(4-carbomethoxy-3-methoxymethoxyphenyl)methyl}-1H-imidazol-5-yl]-2-(thien-2-yl)methyl-2-propenoate
CAS No.:149543-80-6
Molecular Formula:C₂₇H₃₂N₂O₆S
Molecular Weight:512.627
Hs Code.:

Synonyms:methyl (E)-3-[2-n-butyl-1-{(4-carbomethoxy-3-methoxymethoxyphenyl)methyl}-1H-imidazol-5-yl]-2-(thien-2-yl)methyl-2-propenoate

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Chemical Property of methyl (E)-3-[2-n-butyl-1-{(4-carbomethoxy-3-methoxymethoxyphenyl)methyl}-1H-imidazol-5-yl]-2-(thien-2-yl)methyl-2-propenoate

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Technology Process of methyl (E)-3-[2-n-butyl-1-{(4-carbomethoxy-3-methoxymethoxyphenyl)methyl}-1H-imidazol-5-yl]-2-(thien-2-yl)methyl-2-propenoate

There total 7 articles about methyl (E)-3-[2-n-butyl-1-{(4-carbomethoxy-3-methoxymethoxyphenyl)methyl}-1H-imidazol-5-yl]-2-(thien-2-yl)methyl-2-propenoate 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:

: 149543-78-2
2-n-butyl-1-(4-carbomethoxy-3-methoxymethoxyphenyl)methyl-4-chloro-1H-imidazol-5-carboxaldehyde

: 149543-80-6
methyl (E)-3-[2-n-butyl-1-{(4-carbomethoxy-3-methoxymethoxyphenyl)methyl}-1H-imidazol-5-yl]-2-(thien-2-yl)methyl-2-propenoate

Guidance literature:: Multi-step reaction with 4 steps

1: manganese(IV) oxide; hydrogen; potassium acetate / palladium on activated charcoal / 1.) MeOH, 40 psi, 1.25 h, 2.) CH₂Cl₂, reflux

2: lithium diisopropyl amide / 1.) THF, hexane, -78 deg C, 60 min, 2.) THF, hexane, -78 deg C, 10 min

3: dmap / dichloromethane / 19 h

4: 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 1 h / 100 °C

With dmap; manganese(IV) oxide; hydrogen; potassium acetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium diisopropyl amide; palladium on activated charcoal; In dichloromethane; toluene;
DOI:10.1021/jm00065a011

Reference yield:

: 4-[5-(1-Acetoxy-2-methoxycarbonyl-3-thiophen-2-yl-propyl)-2-butyl-imidazol-1-ylmethyl]-2-methoxymethoxy-benzoic acid methyl ester

: 149543-80-6
methyl (E)-3-[2-n-butyl-1-{(4-carbomethoxy-3-methoxymethoxyphenyl)methyl}-1H-imidazol-5-yl]-2-(thien-2-yl)methyl-2-propenoate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; at 100 ℃; for 1h;
DOI:10.1021/jm00065a011

Reference yield:

: 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

: 149543-80-6
methyl (E)-3-[2-n-butyl-1-{(4-carbomethoxy-3-methoxymethoxyphenyl)methyl}-1H-imidazol-5-yl]-2-(thien-2-yl)methyl-2-propenoate

Guidance literature:: Multi-step reaction with 5 steps

1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 70 °C

2: manganese(IV) oxide; hydrogen; potassium acetate / palladium on activated charcoal / 1.) MeOH, 40 psi, 1.25 h, 2.) CH₂Cl₂, reflux

3: lithium diisopropyl amide / 1.) THF, hexane, -78 deg C, 60 min, 2.) THF, hexane, -78 deg C, 10 min

4: dmap / dichloromethane / 19 h

5: 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 1 h / 100 °C

With dmap; manganese(IV) oxide; hydrogen; potassium acetate; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium diisopropyl amide; palladium on activated charcoal; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm00065a011