(S)-[3-[3-fluoro-4-(1H-4-carbethoxypyrazol-1-yl)phenyl]-2-oxo-5-oxazolidinyl]methanol

Base Information

Chemical Name:(S)-[3-[3-fluoro-4-(1H-4-carbethoxypyrazol-1-yl)phenyl]-2-oxo-5-oxazolidinyl]methanol
CAS No.:219664-19-4
Molecular Formula:C₁₆H₁₆FN₃O₅
Molecular Weight:349.319
Hs Code.:

Synonyms:(S)-[3-[3-fluoro-4-(1H-4-carbethoxypyrazol-1-yl)phenyl]-2-oxo-5-oxazolidinyl]methanol

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Chemical Property of (S)-[3-[3-fluoro-4-(1H-4-carbethoxypyrazol-1-yl)phenyl]-2-oxo-5-oxazolidinyl]methanol

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Technology Process of (S)-[3-[3-fluoro-4-(1H-4-carbethoxypyrazol-1-yl)phenyl]-2-oxo-5-oxazolidinyl]methanol

There total 4 articles about (S)-[3-[3-fluoro-4-(1H-4-carbethoxypyrazol-1-yl)phenyl]-2-oxo-5-oxazolidinyl]methanol 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: 79.0%

: 60456-26-0
(R)-glycidyl butyrate

: 219664-17-2
ethyl 1-(4-{[benzyloxycarbonyl]amino}-2-fluorophenyl)-1H-pyrazole-4-carboxylate

: 219664-19-4
(S)-[3-[3-fluoro-4-(1H-4-carbethoxypyrazol-1-yl)phenyl]-2-oxo-5-oxazolidinyl]methanol

Guidance literature:: ethyl 1-(4-{[benzyloxycarbonyl]amino}-2-fluorophenyl)-1H-pyrazole-4-carboxylate; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.75h;

(R)-glycidyl butyrate; In tetrahydrofuran; at -78 - 20 ℃; Further stages.;
DOI:10.1021/jm990373e

Reference yield:

: 369-34-6
3,4-difluoronitrobenzene

: 219664-19-4
(S)-[3-[3-fluoro-4-(1H-4-carbethoxypyrazol-1-yl)phenyl]-2-oxo-5-oxazolidinyl]methanol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 94 percent / hydrazine hydrate; K₂CO₃ / acetonitrile

2.1: 65 percent / NaOAc / ethanol / Heating

3.1: 97 percent / H₂ / 10percent Pd/C / methanol / 3 h / 1034.32 Torr

4.1: 98 percent / NaHCO₃ / tetrahydrofuran / 0 - 20 °C

5.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0.75 h / -78 °C

5.2: 79 percent / tetrahydrofuran / -78 - 20 °C

With hydrogen; sodium acetate; sodium hydrogencarbonate; potassium carbonate; hydrazine hydrate; lithium hexamethyldisilazane; 10percent Pd/C; In tetrahydrofuran; methanol; ethanol; acetonitrile; 1.1: Substitution / 2.1: Condensation / 3.1: Reduction / 4.1: Acylation / 5.1: Metallation / 5.2: Ring cleavage;
DOI:10.1021/jm990373e

Reference yield:

: 127350-92-9
(2-fluoro-4-nitrophenyl)hydrazine

: 219664-19-4
(S)-[3-[3-fluoro-4-(1H-4-carbethoxypyrazol-1-yl)phenyl]-2-oxo-5-oxazolidinyl]methanol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 65 percent / NaOAc / ethanol / Heating

2.1: 97 percent / H₂ / 10percent Pd/C / methanol / 3 h / 1034.32 Torr

3.1: 98 percent / NaHCO₃ / tetrahydrofuran / 0 - 20 °C

4.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0.75 h / -78 °C

4.2: 79 percent / tetrahydrofuran / -78 - 20 °C

With hydrogen; sodium acetate; sodium hydrogencarbonate; lithium hexamethyldisilazane; 10percent Pd/C; In tetrahydrofuran; methanol; ethanol; 1.1: Condensation / 2.1: Reduction / 3.1: Acylation / 4.1: Metallation / 4.2: Ring cleavage;
DOI:10.1021/jm990373e