4-cyano-1H-imidazole-2-carboxylic acid {2-cyclohex-1-enyl-4-[1-(R)-(+)-(2,3-dihydroxypropionyl)piperidin-4-yl]phenyl}amide

Base Information

Chemical Name:4-cyano-1H-imidazole-2-carboxylic acid {2-cyclohex-1-enyl-4-[1-(R)-(+)-(2,3-dihydroxypropionyl)piperidin-4-yl]phenyl}amide
CAS No.:885692-72-8
Molecular Formula:C₂₅H₂₉N₅O₄
Molecular Weight:463.536
Hs Code.:

Synonyms:4-cyano-1H-imidazole-2-carboxylic acid {2-cyclohex-1-enyl-4-[1-(R)-(+)-(2,3-dihydroxypropionyl)piperidin-4-yl]phenyl}amide

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Chemical Property of 4-cyano-1H-imidazole-2-carboxylic acid {2-cyclohex-1-enyl-4-[1-(R)-(+)-(2,3-dihydroxypropionyl)piperidin-4-yl]phenyl}amide

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Technology Process of 4-cyano-1H-imidazole-2-carboxylic acid {2-cyclohex-1-enyl-4-[1-(R)-(+)-(2,3-dihydroxypropionyl)piperidin-4-yl]phenyl}amide

There total 10 articles about 4-cyano-1H-imidazole-2-carboxylic acid {2-cyclohex-1-enyl-4-[1-(R)-(+)-(2,3-dihydroxypropionyl)piperidin-4-yl]phenyl}amide 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: 52.0%

: 885693-41-4
4-cyano-1H-imidazole-2-carboxylic acid {2-cyclohex-1-enyl-4-[1-(R)-(+)-(2,2-dimethyl[1,3]dioxolane-4-carbonyl)piperidin-4-yl]phenyl}amide

: 885692-72-8
4-cyano-1H-imidazole-2-carboxylic acid {2-cyclohex-1-enyl-4-[1-(R)-(+)-(2,3-dihydroxypropionyl)piperidin-4-yl]phenyl}amide

Guidance literature:: With hydrogenchloride; water; In methanol; at 20 ℃; for 12h;
DOI:10.1021/jm200900q

Reference yield:

: 4-cyano-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole-2-carboxylate potassium salt

: 885692-72-8
4-cyano-1H-imidazole-2-carboxylic acid {2-cyclohex-1-enyl-4-[1-(R)-(+)-(2,3-dihydroxypropionyl)piperidin-4-yl]phenyl}amide

Guidance literature:: Multi-step reaction with 4 steps

1.1: N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate / dichloromethane / 0.25 h / 25 °C

1.2: 25 °C

2.1: ethanol / dichloromethane / 25 °C

3.1: potassium hydroxide / methanol; water / 0.33 h / 20 °C

3.2: 6 h / 20 °C

4.1: hydrogenchloride; water / methanol / 12 h / 20 °C

With hydrogenchloride; ethanol; water; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; potassium hydroxide; In methanol; dichloromethane; water;
DOI:10.1021/jm200900q

Reference yield:

: 873454-43-4
4-(4-aminophenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

: 885692-72-8
4-cyano-1H-imidazole-2-carboxylic acid {2-cyclohex-1-enyl-4-[1-(R)-(+)-(2,3-dihydroxypropionyl)piperidin-4-yl]phenyl}amide

Guidance literature:: Multi-step reaction with 7 steps

1.1: palladium 10% on activated carbon; hydrogen / methanol / 1 h / 1034.32 Torr

2.1: N-Bromosuccinimide / dichloromethane / 10 h / 20 °C

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / ethanol; water; toluene / 3 h / 80 °C

4.1: N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate / dichloromethane / 0.25 h / 25 °C

4.2: 25 °C

5.1: ethanol / dichloromethane / 25 °C

6.1: potassium hydroxide / methanol; water / 0.33 h / 20 °C

6.2: 6 h / 20 °C

7.1: hydrogenchloride; water / methanol / 12 h / 20 °C

With hydrogenchloride; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; ethanol; palladium 10% on activated carbon; water; hydrogen; sodium carbonate; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; potassium hydroxide; In methanol; ethanol; dichloromethane; water; toluene; 3.1: Suzuki-Miyaura coupling;
DOI:10.1021/jm200900q