(S)-N-[[3-[3-fluoro-4-[4-(cyanomethyl)-1-piperazinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]thioacetamide

Base Information

Chemical Name:(S)-N-[[3-[3-fluoro-4-[4-(cyanomethyl)-1-piperazinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]thioacetamide
CAS No.:887275-12-9
Molecular Formula:C₁₈H₂₂FN₅O₂S
Molecular Weight:391.469
Hs Code.:

Synonyms:(S)-N-[[3-[3-fluoro-4-[4-(cyanomethyl)-1-piperazinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]thioacetamide

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Chemical Property of (S)-N-[[3-[3-fluoro-4-[4-(cyanomethyl)-1-piperazinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]thioacetamide

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Technology Process of (S)-N-[[3-[3-fluoro-4-[4-(cyanomethyl)-1-piperazinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]thioacetamide

There total 6 articles about (S)-N-[[3-[3-fluoro-4-[4-(cyanomethyl)-1-piperazinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]thioacetamide 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: 81.0%

: 887274-98-8
{4-[4-((S)-5-Aminomethyl-2-oxo-oxazolidin-3-yl)-2-fluoro-phenyl]-piperazin-1-yl}-acetonitrile

: 870-73-5
ethyl dithioacetate

: 887275-12-9
(S)-N-[[3-[3-fluoro-4-[4-(cyanomethyl)-1-piperazinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]thioacetamide

Guidance literature:: With triethylamine; In tetrahydrofuran; at 20 ℃;
DOI:10.1016/j.bmcl.2006.01.109

Reference yield:

: 154590-62-2
(R)-tert-butyl-4-(2-fluoro-4-(5-(hydroxymethyl)-2-oxooxazolidin-3-yl)phenyl)piperazine-1-carboxylate

: 887275-12-9
(S)-N-[[3-[3-fluoro-4-[4-(cyanomethyl)-1-piperazinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]thioacetamide

Guidance literature:: Multi-step reaction with 6 steps

1: Et₃N / CH₂Cl₂ / 20 °C

2: NaN₃ / dimethylformamide / 90 °C

3: TFA / CH₂Cl₂ / 20 °C

4: K₂CO₃ / dimethylformamide / 20 °C

5: 78 percent / aq. PPh₃ / tetrahydrofuran / 45 °C

6: 81 percent / Et₃N / tetrahydrofuran / 20 °C

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

Reference yield:

: 154590-63-3
[N-3-(1-tert-butoxycarbonyl)-4-(2-fluoro-4-piperazinyl)-2-oxo-5-oxazolidinyl]methyl methanesulfonate

: 887275-12-9
(S)-N-[[3-[3-fluoro-4-[4-(cyanomethyl)-1-piperazinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]thioacetamide

Guidance literature:: Multi-step reaction with 5 steps

1: NaN₃ / dimethylformamide / 90 °C

2: TFA / CH₂Cl₂ / 20 °C

3: K₂CO₃ / dimethylformamide / 20 °C

4: 78 percent / aq. PPh₃ / tetrahydrofuran / 45 °C

5: 81 percent / Et₃N / tetrahydrofuran / 20 °C

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