{(S)-3-[4-(4-Cyanomethyl-piperazin-1-yl)-3-fluoro-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-carbamic acid methyl ester

Base Information

Chemical Name:{(S)-3-[4-(4-Cyanomethyl-piperazin-1-yl)-3-fluoro-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-carbamic acid methyl ester
CAS No.:887275-04-9
Molecular Formula:C₁₈H₂₂FN₅O₄
Molecular Weight:391.402
Hs Code.:

Synonyms:{(S)-3-[4-(4-Cyanomethyl-piperazin-1-yl)-3-fluoro-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-carbamic acid methyl ester

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Chemical Property of {(S)-3-[4-(4-Cyanomethyl-piperazin-1-yl)-3-fluoro-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-carbamic acid methyl ester

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Technology Process of {(S)-3-[4-(4-Cyanomethyl-piperazin-1-yl)-3-fluoro-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-carbamic acid methyl ester

There total 6 articles about {(S)-3-[4-(4-Cyanomethyl-piperazin-1-yl)-3-fluoro-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-carbamic acid methyl ester 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: 61.0%

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

: 79-22-1
methyl chloroformate

: 887275-04-9
{(S)-3-[4-(4-Cyanomethyl-piperazin-1-yl)-3-fluoro-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-carbamic acid methyl ester

Guidance literature:: With diisopropylamine; 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

: 887275-04-9
{(S)-3-[4-(4-Cyanomethyl-piperazin-1-yl)-3-fluoro-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-carbamic acid methyl ester

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: 61 percent / DIPA / CH₂Cl₂ / 20 °C

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

Reference yield:

: 154590-64-4
(S)-N-[3-[3-fluoro-4-[N-t-butoxycarbonylpiperazin-1-yl]phenyl]-2-oxooxazolidin-5-ylmethyl]azide

: 887275-04-9
{(S)-3-[4-(4-Cyanomethyl-piperazin-1-yl)-3-fluoro-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-carbamic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: TFA / CH₂Cl₂ / 20 °C

2: K₂CO₃ / dimethylformamide / 20 °C

3: 78 percent / aq. PPh₃ / tetrahydrofuran / 45 °C

4: 61 percent / DIPA / CH₂Cl₂ / 20 °C

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