Acetamide,N-[[(5S)-3-[4-[4-(cyanomethyl)-1-piperazinyl]-3-fluorophenyl]-2-oxo-5-oxazolidinyl]methyl]-

Base Information

Chemical Name:Acetamide,N-[[(5S)-3-[4-[4-(cyanomethyl)-1-piperazinyl]-3-fluorophenyl]-2-oxo-5-oxazolidinyl]methyl]-
CAS No.:154590-61-1
Molecular Formula:C18H22 F N5 O3
Molecular Weight:375.403
Hs Code.:
Mol file:154590-61-1.mol

Synonyms:Acetamide,N-[[3-[4-[4-(cyanomethyl)-1-piperazinyl]-3-fluorophenyl]-2-oxo-5-oxazolidinyl]methyl]-,(S)-; U 97665

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Chemical Property of Acetamide,N-[[(5S)-3-[4-[4-(cyanomethyl)-1-piperazinyl]-3-fluorophenyl]-2-oxo-5-oxazolidinyl]methyl]-

Chemical Property:

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Safty Information:

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MSDS Files:: SDS file from LookChem

Useful:

Technology Process of Acetamide,N-[[(5S)-3-[4-[4-(cyanomethyl)-1-piperazinyl]-3-fluorophenyl]-2-oxo-5-oxazolidinyl]methyl]-

There total 6 articles about Acetamide,N-[[(5S)-3-[4-[4-(cyanomethyl)-1-piperazinyl]-3-fluorophenyl]-2-oxo-5-oxazolidinyl]methyl]- 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: 78.0%

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

: 108-24-7
acetic anhydride

: 154590-61-1
N-{3-[4-(4-cyanomethyl-piperazin-1-yl)-3-fluoro-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide

Guidance literature:: With triethylamine; In dichloromethane; 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

: 154590-61-1
N-{3-[4-(4-cyanomethyl-piperazin-1-yl)-3-fluoro-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide

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: 78 percent / Et₃N / CH₂Cl₂ / 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

: 154590-61-1
N-{3-[4-(4-cyanomethyl-piperazin-1-yl)-3-fluoro-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide

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: 78 percent / Et₃N / CH₂Cl₂ / 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