(4-{2,6-Difluoro-4-[(R)-5-(isoxazol-3-yloxymethyl)-2-oxo-oxazolidin-3-yl]-phenyl}-piperazin-1-yl)-acetonitrile

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Chemical Name:(4-{2,6-Difluoro-4-[(R)-5-(isoxazol-3-yloxymethyl)-2-oxo-oxazolidin-3-yl]-phenyl}-piperazin-1-yl)-acetonitrile
CAS No.:887275-99-2
Molecular Formula:C₁₉H₁₉F₂N₅O₄
Molecular Weight:419.388
Hs Code.:

Synonyms:(4-{2,6-Difluoro-4-[(R)-5-(isoxazol-3-yloxymethyl)-2-oxo-oxazolidin-3-yl]-phenyl}-piperazin-1-yl)-acetonitrile

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Chemical Property of (4-{2,6-Difluoro-4-[(R)-5-(isoxazol-3-yloxymethyl)-2-oxo-oxazolidin-3-yl]-phenyl}-piperazin-1-yl)-acetonitrile

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Technology Process of (4-{2,6-Difluoro-4-[(R)-5-(isoxazol-3-yloxymethyl)-2-oxo-oxazolidin-3-yl]-phenyl}-piperazin-1-yl)-acetonitrile

There total 3 articles about (4-{2,6-Difluoro-4-[(R)-5-(isoxazol-3-yloxymethyl)-2-oxo-oxazolidin-3-yl]-phenyl}-piperazin-1-yl)-acetonitrile 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: 53.0%

: (R)-3-(3,5-Difluoro-4-piperazin-1-yl-phenyl)-5-(isoxazol-3-yloxymethyl)-oxazolidin-2-one

: 590-17-0
cyanomethyl bromide

: 887275-99-2
(4-{2,6-Difluoro-4-[(R)-5-(isoxazol-3-yloxymethyl)-2-oxo-oxazolidin-3-yl]-phenyl}-piperazin-1-yl)-acetonitrile

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1016/j.bmcl.2006.01.109

Reference yield:

: 4-[2,6-difluoro-4-((5R)-5-hydroxymethyl-2-oxo-oxazolidin-3-yl)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester

: 887275-99-2
(4-{2,6-Difluoro-4-[(R)-5-(isoxazol-3-yloxymethyl)-2-oxo-oxazolidin-3-yl]-phenyl}-piperazin-1-yl)-acetonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: 79 percent / PPh₃; DEAD / tetrahydrofuran / 20 °C

2: TFA / CH₂Cl₂

3: 53 percent / K₂CO₃ / dimethylformamide / 20 °C

With potassium carbonate; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1: Mitsunobu reaction;
DOI:10.1016/j.bmcl.2006.01.109

Reference yield:

: 887275-40-3
4-{2,6-difluoro-4-[(5R)-5-(isoxazol-3-yloxymethyl)-2-oxo-oxazolidin-3-yl]-phenyl}-piperazine-1-carboxylic acid tert-butyl ester

: 887275-99-2
(4-{2,6-Difluoro-4-[(R)-5-(isoxazol-3-yloxymethyl)-2-oxo-oxazolidin-3-yl]-phenyl}-piperazin-1-yl)-acetonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: TFA / CH₂Cl₂

2: 53 percent / K₂CO₃ / dimethylformamide / 20 °C

With potassium carbonate; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2006.01.109