(E)-3-[2-n-butyl-1-{(2-trifluoromethylphenyl)methyl}-1H-imidazol-5-yl]-2-(thien-2-yl)methyl-2-propenoic acid

Base Information

• Chemical Name: (E)-3-[2-n-butyl-1-{(2-trifluoromethylphenyl)methyl}-1H-imidazol-5-yl]-2-(thien-2-yl)methyl-2-propenoic acid
• CAS No.: 133485-83-3
• Molecular Formula: C₂₃H₂₃F₃N₂O₂S
• Molecular Weight: 448.509
• Mol file: 133485-83-3.mol

Synonyms:(E)-3-[2-n-butyl-1-{(2-trifluoromethylphenyl)methyl}-1H-imidazol-5-yl]-2-(thien-2-yl)methyl-2-propenoic acid

Chemical Property of (E)-3-[2-n-butyl-1-{(2-trifluoromethylphenyl)methyl}-1H-imidazol-5-yl]-2-(thien-2-yl)methyl-2-propenoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-3-[2-n-butyl-1-{(2-trifluoromethylphenyl)methyl}-1H-imidazol-5-yl]-2-(thien-2-yl)methyl-2-propenoic acid

There total 11 articles about (E)-3-[2-n-butyl-1-{(2-trifluoromethylphenyl)methyl}-1H-imidazol-5-yl]-2-(thien-2-yl)methyl-2-propenoic acid 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:

(E)-3-[2-Butyl-3-(2-trifluoromethyl-benzyl)-3H-imidazol-4-yl]-2-thiophen-2-ylmethyl-acrylic acid methyl ester → (E)-3-[2-n-butyl-1-{(2-trifluoromethylphenyl)methyl}-1H-imidazol-5-yl]-2-(thien-2-yl)methyl-2-propenoic acid (133485-83-3)

Guidance literature:

With sodium hydroxide; In ethanol; for 17h; Ambient temperature;

DOI:10.1021/jm00065a011

Reference yield:

methyl 3-(2-thienyl)propanoate (16862-05-8) → (E)-3-[2-n-butyl-1-{(2-trifluoromethylphenyl)methyl}-1H-imidazol-5-yl]-2-(thien-2-yl)methyl-2-propenoic acid (133485-83-3)

Guidance literature:

Multi-step reaction with 4 steps

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

2: dmap / dichloromethane / 19 h

3: 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 1 h / 100 °C

4: sodium hydroxide / ethanol / 17 h / Ambient temperature

With dmap; sodium hydroxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium diisopropyl amide; In ethanol; dichloromethane; toluene;

DOI:10.1021/jm00065a011

Reference yield:

(2-(trifluoromethyl)phenyl)methanol (346-06-5) → (E)-3-[2-n-butyl-1-{(2-trifluoromethylphenyl)methyl}-1H-imidazol-5-yl]-2-(thien-2-yl)methyl-2-propenoic acid (133485-83-3)

Guidance literature:

Multi-step reaction with 7 steps

1: dichloromethane / 18 h / Ambient temperature

2: potassium carbonate / methanol / 1 h / Ambient temperature

3: manganese(IV) oxide / dichloromethane / 19 h / Ambient temperature

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

5: dmap / dichloromethane / 19 h

6: 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 1 h / 100 °C

7: sodium hydroxide / ethanol / 17 h / Ambient temperature

With dmap; manganese(IV) oxide; sodium hydroxide; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium diisopropyl amide; In methanol; ethanol; dichloromethane; toluene;

DOI:10.1021/jm00065a011

upstream raw materials:

methyl 3-(2-thienyl)propanoate

(2-(trifluoromethyl)phenyl)methanol

2-n-butyl-4-(hydroxymethyl)imidazole

1-acetyl-4-acetoxymethyl-2-n-butylimidazole

Downstream raw materials:

(E)-3-[2-n-Butyl-1-{(2-trifloromethylphenyl)methyl}-1H-imidazol-5-yl]-2-(2-thienyl)methyl-2-propenamide