3-(1-(4-(1H-imidazol-1-yl)phenyl)-2-(4-carbamoyl-2-methylphenyl)-1H-pyrrol-3-yl)propanoic acid

Base Information

Chemical Name:3-(1-(4-(1H-imidazol-1-yl)phenyl)-2-(4-carbamoyl-2-methylphenyl)-1H-pyrrol-3-yl)propanoic acid
CAS No.:1208329-98-9
Molecular Formula:C₂₄H₂₂N₄O₃
Molecular Weight:414.464
Hs Code.:

Synonyms:3-(1-(4-(1H-imidazol-1-yl)phenyl)-2-(4-carbamoyl-2-methylphenyl)-1H-pyrrol-3-yl)propanoic acid

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Chemical Property of 3-(1-(4-(1H-imidazol-1-yl)phenyl)-2-(4-carbamoyl-2-methylphenyl)-1H-pyrrol-3-yl)propanoic acid

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Technology Process of 3-(1-(4-(1H-imidazol-1-yl)phenyl)-2-(4-carbamoyl-2-methylphenyl)-1H-pyrrol-3-yl)propanoic acid

There total 15 articles about 3-(1-(4-(1H-imidazol-1-yl)phenyl)-2-(4-carbamoyl-2-methylphenyl)-1H-pyrrol-3-yl)propanoic 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:

: 99548-55-7
4-bromo-2-methyl-benzoic acid methyl ester

: 1208329-98-9
3-(1-(4-(1H-imidazol-1-yl)phenyl)-2-(4-carbamoyl-2-methylphenyl)-1H-pyrrol-3-yl)propanoic acid

Guidance literature:: Multi-step reaction with 14 steps

1.1: N,N-dimethyl-formamide / 8 h / Reflux

2.1: water; sodium hydroxide / ethanol / 12 h / 20 °C

3.1: thionyl chloride; N,N-dimethyl-formamide / toluene / 14 h / 70 °C

4.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

4.2: -78 - 20 °C / Inert atmosphere

5.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Inert atmosphere

5.2: Inert atmosphere; Reflux

6.1: ozone / dichloromethane / 1 h / -78 °C

7.1: pyridinium p-toluenesulfonate / ethanol / 6 h / 50 °C

8.1: water; dihydrogen peroxide; sodium hydroxide / dimethyl sulfoxide / 4 h / 20 °C

9.1: diisobutylaluminium hydride / toluene / 2 h / -78 °C

10.1: manganese(IV) oxide / dichloromethane / 48 h / Reflux

11.1: toluene / Reflux

12.1: sodium tetrahydroborate; bismuth(III) chloride / ethanol / 20 °C / Cooling with ice

13.1: copper(l) iodide; potassium carbonate; L-proline / dimethyl sulfoxide / 24 h / 130 °C / Molecular sieve

14.1: lithium hydroxide monohydrate; water / methanol / 20 °C

With manganese(IV) oxide; bismuth(III) chloride; sodium tetrahydroborate; copper(l) iodide; n-butyllithium; thionyl chloride; lithium hydroxide monohydrate; water; dihydrogen peroxide; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; potassium carbonate; ozone; diisopropylamine; N,N-dimethyl-formamide; L-proline; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; mineral oil; 11.1: Wittig reaction;
DOI:10.1016/j.bmcl.2011.04.086

Reference yield:

: 1208330-87-3
ethyl 3-(1-(4-(1H-imidazol-1-yl)phenyl)-2-(4-carbamoyl-2-methylphenyl)-1H-pyrrol-3-yl)propanoate

: 1208329-98-9
3-(1-(4-(1H-imidazol-1-yl)phenyl)-2-(4-carbamoyl-2-methylphenyl)-1H-pyrrol-3-yl)propanoic acid

Guidance literature:: With lithium hydroxide monohydrate; water; In methanol; at 20 ℃;
DOI:10.1016/j.bmcl.2011.04.086

Reference yield:

: 1208331-92-3
(E)-ethyl 3-(1-(4-bromophenyl)-2-(4-carbamoyl-2-methylphenyl)-1H-pyrrol-3-yl)acrylate

: 1208329-98-9
3-(1-(4-(1H-imidazol-1-yl)phenyl)-2-(4-carbamoyl-2-methylphenyl)-1H-pyrrol-3-yl)propanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: sodium tetrahydroborate; bismuth(III) chloride / ethanol / 20 °C / Cooling with ice

2: copper(l) iodide; potassium carbonate; L-proline / dimethyl sulfoxide / 24 h / 130 °C / Molecular sieve

3: lithium hydroxide monohydrate; water / methanol / 20 °C

With bismuth(III) chloride; sodium tetrahydroborate; copper(l) iodide; lithium hydroxide monohydrate; water; potassium carbonate; L-proline; In methanol; ethanol; dimethyl sulfoxide;
DOI:10.1016/j.bmcl.2011.04.086