4-[5-((E)-2-tert-Butoxycarbonyl-3-thiophen-2-yl-propenyl)-2-butyl-imidazol-1-ylmethyl]-benzoic acid methyl ester

Base Information

Chemical Name:4-[5-((E)-2-tert-Butoxycarbonyl-3-thiophen-2-yl-propenyl)-2-butyl-imidazol-1-ylmethyl]-benzoic acid methyl ester
CAS No.:135123-85-2
Molecular Formula:C₂₈H₃₄N₂O₄S
Molecular Weight:494.655
Hs Code.:

Synonyms:4-[5-((E)-2-tert-Butoxycarbonyl-3-thiophen-2-yl-propenyl)-2-butyl-imidazol-1-ylmethyl]-benzoic acid methyl ester

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Chemical Property of 4-[5-((E)-2-tert-Butoxycarbonyl-3-thiophen-2-yl-propenyl)-2-butyl-imidazol-1-ylmethyl]-benzoic acid methyl ester

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Technology Process of 4-[5-((E)-2-tert-Butoxycarbonyl-3-thiophen-2-yl-propenyl)-2-butyl-imidazol-1-ylmethyl]-benzoic acid methyl ester

There total 10 articles about 4-[5-((E)-2-tert-Butoxycarbonyl-3-thiophen-2-yl-propenyl)-2-butyl-imidazol-1-ylmethyl]-benzoic 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:

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

: 135123-85-2
4-[5-((E)-2-tert-Butoxycarbonyl-3-thiophen-2-yl-propenyl)-2-butyl-imidazol-1-ylmethyl]-benzoic acid methyl ester

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; at 110 ℃; for 0.666667h;
DOI:10.1021/jm00065a011

Reference yield:

: 98-03-3
thiophene-2-carbaldehyde

: 135123-85-2
4-[5-((E)-2-tert-Butoxycarbonyl-3-thiophen-2-yl-propenyl)-2-butyl-imidazol-1-ylmethyl]-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: sodium hydride / 1.) DME, RT, 30 min, 2.) DME, 2.5 h

2: hydrogen / palladium on activated charcoal / ethyl acetate / 18 h / 2585.7 Torr

3: lithium diisopropyl amide / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, -78 deg C, 5 min

4: dmap / 16 h

5: 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 0.67 h / 110 °C

With dmap; hydrogen; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium diisopropyl amide; palladium on activated charcoal; In ethyl acetate; toluene;
DOI:10.1021/jm00065a011

Reference yield:

: 2417-72-3
Methyl 4-(bromomethyl)benzoate

: 135123-85-2
4-[5-((E)-2-tert-Butoxycarbonyl-3-thiophen-2-yl-propenyl)-2-butyl-imidazol-1-ylmethyl]-benzoic acid methyl ester

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, 30 min, 2.) THF, hexane, -78 deg C, 5 min

4: dmap / 16 h

5: 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 0.67 h / 110 °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 N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm00065a011