(R)-2-fluoro-4-(5-{[1-(3-hydroxybenzyl)-2-oxopyrrolidin-3-ylamino]methyl}imidazol-1-ylmethyl)benzonitrile

Base Information

Chemical Name:(R)-2-fluoro-4-(5-{[1-(3-hydroxybenzyl)-2-oxopyrrolidin-3-ylamino]methyl}imidazol-1-ylmethyl)benzonitrile
CAS No.:330213-78-0
Molecular Formula:C₂₃H₂₂FN₅O₂
Molecular Weight:419.458
Hs Code.:

Synonyms:(R)-2-fluoro-4-(5-{[1-(3-hydroxybenzyl)-2-oxopyrrolidin-3-ylamino]methyl}imidazol-1-ylmethyl)benzonitrile

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Chemical Property of (R)-2-fluoro-4-(5-{[1-(3-hydroxybenzyl)-2-oxopyrrolidin-3-ylamino]methyl}imidazol-1-ylmethyl)benzonitrile

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Technology Process of (R)-2-fluoro-4-(5-{[1-(3-hydroxybenzyl)-2-oxopyrrolidin-3-ylamino]methyl}imidazol-1-ylmethyl)benzonitrile

There total 7 articles about (R)-2-fluoro-4-(5-{[1-(3-hydroxybenzyl)-2-oxopyrrolidin-3-ylamino]methyl}imidazol-1-ylmethyl)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:

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

: 330213-78-0
(R)-2-fluoro-4-(5-{[1-(3-hydroxybenzyl)-2-oxopyrrolidin-3-ylamino]methyl}imidazol-1-ylmethyl)benzonitrile

Guidance literature:: With sodium cyanoborohydride; In methanol; at 20 ℃; for 18h;
DOI:10.1021/jm010531d

Reference yield:

: 1700-30-7
(3-(benzyloxy)phenyl)methanol

: 330213-78-0
(R)-2-fluoro-4-(5-{[1-(3-hydroxybenzyl)-2-oxopyrrolidin-3-ylamino]methyl}imidazol-1-ylmethyl)benzonitrile

Guidance literature:: Multi-step reaction with 9 steps

1: 97 percent / diphenylphosphoryl azide; DBU / toluene / 18 h / 20 °C

2: 87 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / 0 °C

3: 98 percent / PyBOP; DIEA / CH₂Cl₂ / 18 h

4: 100 percent / 18 h

5: 96 percent / LiN(SiMe₃)2 / tetrahydrofuran / 2 h / 0 °C

6: 92 percent / H₂ / 20percent Pd(OH)2/C / ethanol / 18 h / 20 °C / 760.05 Torr

7: 100 percent / HCl(gas) / ethyl acetate / 0.25 h / 0 °C

8: DIEA / methanol / 1 h / 20 °C / pH 5

9: NaCNBH₃ / methanol / 18 h / 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

Reference yield:

: 104566-43-0
[3-(benzyloxy)phenyl]methanamine

: 330213-78-0
(R)-2-fluoro-4-(5-{[1-(3-hydroxybenzyl)-2-oxopyrrolidin-3-ylamino]methyl}imidazol-1-ylmethyl)benzonitrile

Guidance literature:: Multi-step reaction with 7 steps

1: 98 percent / PyBOP; DIEA / CH₂Cl₂ / 18 h

2: 100 percent / 18 h

3: 96 percent / LiN(SiMe₃)2 / tetrahydrofuran / 2 h / 0 °C

4: 92 percent / H₂ / 20percent Pd(OH)2/C / ethanol / 18 h / 20 °C / 760.05 Torr

5: 100 percent / HCl(gas) / ethyl acetate / 0.25 h / 0 °C

6: DIEA / methanol / 1 h / 20 °C / pH 5

7: NaCNBH₃ / methanol / 18 h / 20 °C

With hydrogenchloride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; sodium cyanoborohydride; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; 20percent Pd(OH)2/C; In tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate;
DOI:10.1021/jm010531d