N-({(5S)-3-[4-({[(5-benzyl-1,2,4-oxadiazol-3-yl)imino]methyl}amino)-3-fluorophenyl]-2-oxo-1,3-oxazolidin-5-yl}methyl)acetamide

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Chemical Name:N-({(5S)-3-[4-({[(5-benzyl-1,2,4-oxadiazol-3-yl)imino]methyl}amino)-3-fluorophenyl]-2-oxo-1,3-oxazolidin-5-yl}methyl)acetamide
CAS No.:266327-97-3
Molecular Formula:C₂₂H₂₁FN₆O₄
Molecular Weight:452.445
Hs Code.:

Synonyms:N-({(5S)-3-[4-({[(5-benzyl-1,2,4-oxadiazol-3-yl)imino]methyl}amino)-3-fluorophenyl]-2-oxo-1,3-oxazolidin-5-yl}methyl)acetamide

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Chemical Property of N-({(5S)-3-[4-({[(5-benzyl-1,2,4-oxadiazol-3-yl)imino]methyl}amino)-3-fluorophenyl]-2-oxo-1,3-oxazolidin-5-yl}methyl)acetamide

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Technology Process of N-({(5S)-3-[4-({[(5-benzyl-1,2,4-oxadiazol-3-yl)imino]methyl}amino)-3-fluorophenyl]-2-oxo-1,3-oxazolidin-5-yl}methyl)acetamide

There total 11 articles about N-({(5S)-3-[4-({[(5-benzyl-1,2,4-oxadiazol-3-yl)imino]methyl}amino)-3-fluorophenyl]-2-oxo-1,3-oxazolidin-5-yl}methyl)acetamide 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: 82.0%

: 181997-31-9
N-{[(5S)-3-(4-amino-3-fluorophenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl}acetamide

: 266327-95-1
ethyl 5-benzyl-1,2,4-oxadiazol-3-yliminoformate

: 266327-97-3
N-({(5S)-3-[4-({[(5-benzyl-1,2,4-oxadiazol-3-yl)imino]methyl}amino)-3-fluorophenyl]-2-oxo-1,3-oxazolidin-5-yl}methyl)acetamide

Guidance literature:: In tetrahydrofuran; ethanol; Heating;
DOI:10.1021/jm990373e

Reference yield:

: 369-34-6
3,4-difluoronitrobenzene

: 266327-97-3
N-({(5S)-3-[4-({[(5-benzyl-1,2,4-oxadiazol-3-yl)imino]methyl}amino)-3-fluorophenyl]-2-oxo-1,3-oxazolidin-5-yl}methyl)acetamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: 77 percent / N,N-diisopropylethylamine / acetonitrile / 6 h / 90 °C

2.1: H₂ / 5percent Pt/C / tetrahydrofuran / 6 h

3.1: N,N-dimethylaniline / tetrahydrofuran / 17 h / 20 °C

4.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / -78 °C

4.2: 77 percent / tetrahydrofuran / 24 h / -78 - 20 °C

5.1: NEt₃ / CH₂Cl₂ / 0.75 h / 0 °C

6.1: acetonitrile / 48 h / 95 °C

7.1: 99 percent / hydrazine monohydrate / methanol / 5 h / 80 °C

8.1: 89 percent / pyridine / 18 h / 0 - 20 °C

9.1: 77 percent / H₂ / 10percent Pd/C / ethanol / 23 h

10.1: 82 percent / ethanol; tetrahydrofuran / Heating

With pyridine; hydrogen; hydrazine hydrate; N,N-dimethyl-aniline; triethylamine; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; 5percent Pt/C; 10percent Pd/C; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetonitrile; 1.1: Substitution / 2.1: Reduction / 3.1: Acylation / 4.1: Metallation / 4.2: Ring cleavage / 5.1: mesylation / 6.1: Substitution / 7.1: hydrazinolysis / 8.1: Acetylation / 9.1: Hydrogenolysis / 10.1: Condensation;
DOI:10.1021/jm990373e

Reference yield:

: 219664-14-9
N-(4-amino-2-fluorophenyl)-N-benzylamine

: 266327-97-3
N-({(5S)-3-[4-({[(5-benzyl-1,2,4-oxadiazol-3-yl)imino]methyl}amino)-3-fluorophenyl]-2-oxo-1,3-oxazolidin-5-yl}methyl)acetamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: N,N-dimethylaniline / tetrahydrofuran / 17 h / 20 °C

2.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / -78 °C

2.2: 77 percent / tetrahydrofuran / 24 h / -78 - 20 °C

3.1: NEt₃ / CH₂Cl₂ / 0.75 h / 0 °C

4.1: acetonitrile / 48 h / 95 °C

5.1: 99 percent / hydrazine monohydrate / methanol / 5 h / 80 °C

6.1: 89 percent / pyridine / 18 h / 0 - 20 °C

7.1: 77 percent / H₂ / 10percent Pd/C / ethanol / 23 h

8.1: 82 percent / ethanol; tetrahydrofuran / Heating

With pyridine; hydrogen; hydrazine hydrate; N,N-dimethyl-aniline; triethylamine; lithium hexamethyldisilazane; 10percent Pd/C; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetonitrile; 1.1: Acylation / 2.1: Metallation / 2.2: Ring cleavage / 3.1: mesylation / 4.1: Substitution / 5.1: hydrazinolysis / 6.1: Acetylation / 7.1: Hydrogenolysis / 8.1: Condensation;
DOI:10.1021/jm990373e