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

Base Information

Chemical Name:(E)-3-[2-n-butyl-1-{(2-nitrophenyl)methyl}-1H-imidazol-5-yl]-2-(thien-2-yl)methyl-2-propenoic acid
CAS No.:133485-80-0
Molecular Formula:C₂₂H₂₃N₃O₄S
Molecular Weight:425.508
Hs Code.:

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

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

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

There total 9 articles about (E)-3-[2-n-butyl-1-{(2-nitrophenyl)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-nitro-benzyl)-3H-imidazol-4-yl]-2-thiophen-2-ylmethyl-acrylic acid methyl ester

: 133485-80-0
(E)-3-[2-n-butyl-1-{(2-nitrophenyl)methyl}-1H-imidazol-5-yl]-2-(thien-2-yl)methyl-2-propenoic acid

Guidance literature:: With sodium hydroxide; In ethanol; for 17h; Ambient temperature;
DOI:10.1021/jm00065a011

Reference yield:

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

: 133485-80-0
(E)-3-[2-n-butyl-1-{(2-nitrophenyl)methyl}-1H-imidazol-5-yl]-2-(thien-2-yl)methyl-2-propenoic acid

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:

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

: 133485-80-0
(E)-3-[2-n-butyl-1-{(2-nitrophenyl)methyl}-1H-imidazol-5-yl]-2-(thien-2-yl)methyl-2-propenoic acid

Guidance literature:: Multi-step reaction with 7 steps

1: manganese(IV) oxide / dichloromethane / 24 h / Ambient temperature

2: potassium carbonate / N,N-dimethyl-formamide / 22 h / 25 °C

3: ammonium hydroxide / 1.) 100 deg C, 2.5 h, 2.) EtOAc

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; ammonium hydroxide; sodium hydroxide; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium diisopropyl amide; In ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm00065a011