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

Base Information

Chemical Name:(E)-3-[2-n-butyl-1-{(2-hydroxyphenyl)methyl}-1H-imidazol-5-yl]-2-(2-thienyl)methyl-2-propenoic acid
CAS No.:133485-90-2
Molecular Formula:C₂₂H₂₄N₂O₃S
Molecular Weight:396.51
Hs Code.:

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

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

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

There total 13 articles about (E)-3-[2-n-butyl-1-{(2-hydroxyphenyl)methyl}-1H-imidazol-5-yl]-2-(2-thienyl)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:

: 133485-89-9
(E)-[2-n-Butyl-1-{(2-methoxyphenyl)methyl}1H-imidazol-5-yl]-2(2-thienyl)methyl-2-propenoic Acid

: 133485-90-2
(E)-3-[2-n-butyl-1-{(2-hydroxyphenyl)methyl}-1H-imidazol-5-yl]-2-(2-thienyl)methyl-2-propenoic acid

Guidance literature:: With boron tribromide;
DOI:10.1021/jm00065a011

Reference yield:

: 16862-05-8
methyl 3-(2-thienyl)propanoate

: 133485-90-2
(E)-3-[2-n-butyl-1-{(2-hydroxyphenyl)methyl}-1H-imidazol-5-yl]-2-(2-thienyl)methyl-2-propenoic acid

Guidance literature:: Multi-step reaction with 5 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

5: boron tribromide

With dmap; sodium hydroxide; boron tribromide; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium diisopropyl amide; In ethanol; dichloromethane; toluene;
DOI:10.1021/jm00065a011

Reference yield:

: 612-16-8
(2-methoxyphenyl)methanol

: 133485-90-2
(E)-3-[2-n-butyl-1-{(2-hydroxyphenyl)methyl}-1H-imidazol-5-yl]-2-(2-thienyl)methyl-2-propenoic acid

Guidance literature:: Multi-step reaction with 9 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / -78 °C

2: dichloromethane / 18 h / Ambient temperature

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

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

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

6: dmap / dichloromethane / 19 h

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

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

9: boron tribromide

With dmap; manganese(IV) oxide; sodium hydroxide; boron tribromide; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In methanol; ethanol; dichloromethane; toluene;
DOI:10.1021/jm00065a011