4-(5-{[(R)-1-(3-Chloro-5-hydroxy-benzyl)-2-oxo-pyrrolidin-3-ylamino]-methyl}-imidazol-1-ylmethyl)-2-fluoro-benzonitrile

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Chemical Name:4-(5-{[(R)-1-(3-Chloro-5-hydroxy-benzyl)-2-oxo-pyrrolidin-3-ylamino]-methyl}-imidazol-1-ylmethyl)-2-fluoro-benzonitrile
CAS No.:1027961-23-4
Molecular Formula:C₂₃H₂₁ClFN₅O₂
Molecular Weight:453.903
Hs Code.:

Synonyms:4-(5-{[(R)-1-(3-Chloro-5-hydroxy-benzyl)-2-oxo-pyrrolidin-3-ylamino]-methyl}-imidazol-1-ylmethyl)-2-fluoro-benzonitrile

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Chemical Property of 4-(5-{[(R)-1-(3-Chloro-5-hydroxy-benzyl)-2-oxo-pyrrolidin-3-ylamino]-methyl}-imidazol-1-ylmethyl)-2-fluoro-benzonitrile

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Technology Process of 4-(5-{[(R)-1-(3-Chloro-5-hydroxy-benzyl)-2-oxo-pyrrolidin-3-ylamino]-methyl}-imidazol-1-ylmethyl)-2-fluoro-benzonitrile

There total 11 articles about 4-(5-{[(R)-1-(3-Chloro-5-hydroxy-benzyl)-2-oxo-pyrrolidin-3-ylamino]-methyl}-imidazol-1-ylmethyl)-2-fluoro-benzonitrile 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:

: 4-(5-{[(Z)-(R)-1-(3-Chloro-5-hydroxy-benzyl)-2-oxo-pyrrolidin-3-ylimino]-methyl}-imidazol-1-ylmethyl)-2-fluoro-benzonitrile

: 1027961-23-4
4-(5-{[(R)-1-(3-Chloro-5-hydroxy-benzyl)-2-oxo-pyrrolidin-3-ylamino]-methyl}-imidazol-1-ylmethyl)-2-fluoro-benzonitrile

Guidance literature:: With sodium cyanoborohydride; In methanol; at 20 ℃;
DOI:10.1021/jm010531d

Reference yield:

: 591-35-5
3,5-dichlorophenol

: 1027961-23-4
4-(5-{[(R)-1-(3-Chloro-5-hydroxy-benzyl)-2-oxo-pyrrolidin-3-ylamino]-methyl}-imidazol-1-ylmethyl)-2-fluoro-benzonitrile

Guidance literature:: Multi-step reaction with 12 steps

1.1: 92 percent / Cs₂CO₃ / dimethylformamide / 18 h / 45 °C / Heating

2.1: Mg; iodomethane / diethyl ether / 1 h / Heating

2.2: 59 percent / diethyl ether / 1 h / 0 °C

3.1: 82 percent / LiAlH₄ / tetrahydrofuran / 3 h

4.1: diphenylphosphoryl azide; DBU / toluene / 20 °C

5.1: LiAlH₄ / tetrahydrofuran / 0 °C

6.1: PyBOP; DIEA / CH₂Cl₂

7.1: LiN(SiMe₃)2 / tetrahydrofuran / 0 °C

8.1: H₂ / 20percent Pd(OH)2/C / ethanol / 20 °C / 760.05 Torr

9.1: HCl(gas) / ethyl acetate / 0 °C

10.1: DIEA / methanol / 20 °C / pH 5

11.1: NaCNBH₃ / methanol / 20 °C

With hydrogenchloride; lithium aluminium tetrahydride; diphenylphosphoranyl azide; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; sodium cyanoborohydride; caesium carbonate; magnesium; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; methyl iodide; 20percent Pd(OH)2/C; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm010531d

Reference yield:

: 53985-44-7
3-(benzyloxy)-5-chlorobenzoic acid

: 1027961-23-4
4-(5-{[(R)-1-(3-Chloro-5-hydroxy-benzyl)-2-oxo-pyrrolidin-3-ylamino]-methyl}-imidazol-1-ylmethyl)-2-fluoro-benzonitrile

Guidance literature:: Multi-step reaction with 10 steps

1: 82 percent / LiAlH₄ / tetrahydrofuran / 3 h

2: diphenylphosphoryl azide; DBU / toluene / 20 °C

3: LiAlH₄ / tetrahydrofuran / 0 °C

4: PyBOP; DIEA / CH₂Cl₂

5: LiN(SiMe₃)2 / tetrahydrofuran / 0 °C

6: H₂ / 20percent Pd(OH)2/C / ethanol / 20 °C / 760.05 Torr

7: HCl(gas) / ethyl acetate / 0 °C

8: DIEA / methanol / 20 °C / pH 5

9: NaCNBH₃ / methanol / 20 °C

With hydrogenchloride; lithium aluminium tetrahydride; diphenylphosphoranyl azide; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; sodium cyanoborohydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; 20percent Pd(OH)2/C; In tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate; toluene;
DOI:10.1021/jm010531d