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

Base Information

Chemical Name:(E)-3-[2-n-butyl-1-{(2-chlorophenyl)methyl}-1H-imidazol-5-yl]-2-(5-methoxy-thien-2-yl)methyl-2-propenoic acid
CAS No.:133485-91-3
Molecular Formula:C₂₃H₂₅ClN₂O₃S
Molecular Weight:444.982
Hs Code.:

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

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

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

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

: 1026504-66-4
(E)-3-[2-Butyl-3-(2-chloro-benzyl)-3H-imidazol-4-yl]-2-(5-methoxy-thiophen-2-ylmethyl)-acrylic acid methyl ester

: 133485-91-3
(E)-3-[2-n-butyl-1-{(2-chlorophenyl)methyl}-1H-imidazol-5-yl]-2-(5-methoxy-thien-2-yl)methyl-2-propenoic acid

Guidance literature:: With sodium hydroxide; In ethanol; at 25 ℃; for 2h;
DOI:10.1021/jm00099a013

Reference yield:

: 17849-38-6
2-Chlorobenzyl alcohol

: 133485-91-3
(E)-3-[2-n-butyl-1-{(2-chlorophenyl)methyl}-1H-imidazol-5-yl]-2-(5-methoxy-thien-2-yl)methyl-2-propenoic acid

Guidance literature:: Multi-step reaction with 8 steps

1: diisopropylethylamine / CH₂Cl₂ / 0.33 h / -78 °C

2: CH₂Cl₂ / 18 h / Ambient temperature

3: 10percent aq. NaOH / methanol / 4 h / Heating

4: 93 percent / MnO₂ / CH₂Cl₂ / 19 h / Ambient temperature

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

6: (dimethylamino)pyridine / CH₂Cl₂ / 16 h

7: DBU / toluene / 1 h / 100 °C

8: 10percent aq. NaOH / ethanol / 2 h / 25 °C

With dmap; manganese(IV) oxide; sodium hydroxide; 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/jm00099a013

Reference yield:

: 68283-19-2
2-n-butyl-4-(hydroxymethyl)imidazole

: 133485-91-3
(E)-3-[2-n-butyl-1-{(2-chlorophenyl)methyl}-1H-imidazol-5-yl]-2-(5-methoxy-thien-2-yl)methyl-2-propenoic acid

Guidance literature:: Multi-step reaction with 8 steps

1: 83 percent / 19 h / Ambient temperature

2: CH₂Cl₂ / 18 h / Ambient temperature

3: 10percent aq. NaOH / methanol / 4 h / Heating

4: 93 percent / MnO₂ / CH₂Cl₂ / 19 h / Ambient temperature

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

6: (dimethylamino)pyridine / CH₂Cl₂ / 16 h

7: DBU / toluene / 1 h / 100 °C

8: 10percent aq. NaOH / ethanol / 2 h / 25 °C

With dmap; manganese(IV) oxide; sodium hydroxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium diisopropyl amide; In methanol; ethanol; dichloromethane; toluene;
DOI:10.1021/jm00099a013