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

Base Information

Chemical Name:(S)-[3-[3-fluoro-4-(1H-4-carbethoxypyrazol-1-yl)phenyl]-2-oxo-5-oxazolidinyl]methyl azide
CAS No.:219664-20-7
Molecular Formula:C₁₆H₁₅FN₆O₄
Molecular Weight:374.331
Hs Code.:

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

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

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

There total 7 articles about (S)-[3-[3-fluoro-4-(1H-4-carbethoxypyrazol-1-yl)phenyl]-2-oxo-5-oxazolidinyl]methyl azide 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: 93.0%

: 219664-25-2
1-[2-fluoro-4-(5-methanesulfonyloxymethyl-2-oxo-oxazolidin-3-yl)-phenyl]-1H-pyrazole-4-carboxylic acid ethyl ester

: 219664-20-7
(S)-[3-[3-fluoro-4-(1H-4-carbethoxypyrazol-1-yl)phenyl]-2-oxo-5-oxazolidinyl]methyl azide

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 65 ℃;
DOI:10.1021/jm980546k

Reference yield:

: 369-34-6
3,4-difluoronitrobenzene

: 219664-20-7
(S)-[3-[3-fluoro-4-(1H-4-carbethoxypyrazol-1-yl)phenyl]-2-oxo-5-oxazolidinyl]methyl azide

Guidance literature:: Multi-step reaction with 7 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

6.1: 98 percent / NEt₃ / CH₂Cl₂ / 4 h / 20 °C

7.1: 93 percent / NaN₃ / dimethylformamide / 65 °C

With sodium azide; hydrogen; sodium acetate; sodium hydrogencarbonate; potassium carbonate; hydrazine hydrate; triethylamine; lithium hexamethyldisilazane; 10percent Pd/C; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1.1: Substitution / 2.1: Condensation / 3.1: Reduction / 4.1: Acylation / 5.1: Metallation / 5.2: Ring cleavage / 6.1: mesylation / 7.1: Substitution;
DOI:10.1021/jm990373e

Reference yield:

: 219664-16-1
3-fluoro-1-nitro-4-(1H-4-carbethoxypyrazol-1-yl)benzene

: 219664-20-7
(S)-[3-[3-fluoro-4-(1H-4-carbethoxypyrazol-1-yl)phenyl]-2-oxo-5-oxazolidinyl]methyl azide

Guidance literature:: Multi-step reaction with 5 steps

1.1: 97 percent / H₂ / 10percent Pd/C / methanol / 3 h / 1034.32 Torr

2.1: 98 percent / NaHCO₃ / tetrahydrofuran / 0 - 20 °C

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

3.2: 79 percent / tetrahydrofuran / -78 - 20 °C

4.1: 98 percent / NEt₃ / CH₂Cl₂ / 4 h / 20 °C

5.1: 93 percent / NaN₃ / dimethylformamide / 65 °C

With sodium azide; hydrogen; sodium hydrogencarbonate; triethylamine; lithium hexamethyldisilazane; 10percent Pd/C; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Reduction / 2.1: Acylation / 3.1: Metallation / 3.2: Ring cleavage / 4.1: mesylation / 5.1: Substitution;
DOI:10.1021/jm990373e