methyl (1R,2S)-2-(2-cyanoethyl)-1-(1-phenyl-1H-imidazol-4-yl)cyclopropane carboxylate

Base Information

Chemical Name:methyl (1R,2S)-2-(2-cyanoethyl)-1-(1-phenyl-1H-imidazol-4-yl)cyclopropane carboxylate
CAS No.:1334541-15-9
Molecular Formula:C₁₇H₁₇N₃O₂
Molecular Weight:295.341
Hs Code.:

Synonyms:methyl (1R,2S)-2-(2-cyanoethyl)-1-(1-phenyl-1H-imidazol-4-yl)cyclopropane carboxylate

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Chemical Property of methyl (1R,2S)-2-(2-cyanoethyl)-1-(1-phenyl-1H-imidazol-4-yl)cyclopropane carboxylate

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Technology Process of methyl (1R,2S)-2-(2-cyanoethyl)-1-(1-phenyl-1H-imidazol-4-yl)cyclopropane carboxylate

There total 4 articles about methyl (1R,2S)-2-(2-cyanoethyl)-1-(1-phenyl-1H-imidazol-4-yl)cyclopropane carboxylate 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:

: 98-80-6
phenylboronic acid

: 1334541-15-9
methyl (1R,2S)-2-(2-cyanoethyl)-1-(1-phenyl-1H-imidazol-4-yl)cyclopropane carboxylate

: methyl (1S,2R)-2-(2-cyanoethyl)-1-(1-phenyl-1H-imidazol-4-yl)cyclopropane carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: copper(II) sulfate; pyridine / dichloromethane / 20 °C / 760.05 Torr / Molecular sieve

2.1: sodium hexamethyldisilazane / tetrahydrofuran; toluene / 0.75 h / 0 °C

2.2: 0 - 20 °C

3.1: sulfurous dibromide / methanol / 25.42 h / 0 - 20 °C

4.1: sodium hydride / mineral oil; tetrahydrofuran / 0.42 h / 20 °C

4.2: 3.5 h / 75 °C

5.1: water; lithium chloride / dimethyl sulfoxide; water / 3.3 h / 140 °C

5.2: CHIRALPAK IC / Resolution of racemate

With pyridine; sulfurous dibromide; water; sodium hexamethyldisilazane; sodium hydride; copper(II) sulfate; lithium chloride; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; toluene; mineral oil;

Reference yield:

: 18502-05-1
4-cyanomethylimidazole

: 1334541-15-9
methyl (1R,2S)-2-(2-cyanoethyl)-1-(1-phenyl-1H-imidazol-4-yl)cyclopropane carboxylate

: methyl (1S,2R)-2-(2-cyanoethyl)-1-(1-phenyl-1H-imidazol-4-yl)cyclopropane carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: copper(II) sulfate; pyridine / dichloromethane / 20 °C / 760.05 Torr / Molecular sieve

2.1: sodium hexamethyldisilazane / tetrahydrofuran; toluene / 0.75 h / 0 °C

2.2: 0 - 20 °C

3.1: sulfurous dibromide / methanol / 25.42 h / 0 - 20 °C

4.1: sodium hydride / mineral oil; tetrahydrofuran / 0.42 h / 20 °C

4.2: 3.5 h / 75 °C

5.1: water; lithium chloride / dimethyl sulfoxide; water / 3.3 h / 140 °C

5.2: CHIRALPAK IC / Resolution of racemate

With pyridine; sulfurous dibromide; water; sodium hexamethyldisilazane; sodium hydride; copper(II) sulfate; lithium chloride; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; toluene; mineral oil;

Reference yield:

: 1334541-10-4
(1-phenyl-1H-imidazol-4-yl)acetonitrile

: 1334541-15-9
methyl (1R,2S)-2-(2-cyanoethyl)-1-(1-phenyl-1H-imidazol-4-yl)cyclopropane carboxylate

: methyl (1S,2R)-2-(2-cyanoethyl)-1-(1-phenyl-1H-imidazol-4-yl)cyclopropane carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran; toluene / 0.75 h / 0 °C

1.2: 0 - 20 °C

2.1: sulfurous dibromide / methanol / 25.42 h / 0 - 20 °C

3.1: sodium hydride / mineral oil; tetrahydrofuran / 0.42 h / 20 °C

3.2: 3.5 h / 75 °C

4.1: water; lithium chloride / dimethyl sulfoxide; water / 3.3 h / 140 °C

4.2: CHIRALPAK IC / Resolution of racemate

With sulfurous dibromide; water; sodium hexamethyldisilazane; sodium hydride; lithium chloride; In tetrahydrofuran; methanol; water; dimethyl sulfoxide; toluene; mineral oil;