(1-{4-[5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-1H-pyrazol-4-yl)-carbamic acid tert-butyl ester

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Chemical Name:(1-{4-[5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-1H-pyrazol-4-yl)-carbamic acid tert-butyl ester
CAS No.:266327-57-5
Molecular Formula:C₂₀H₂₄FN₅O₅
Molecular Weight:433.439
Hs Code.:

(1-{4-[5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-1<i>H</i>-pyrazol-4-yl)-carbamic acid <i>tert</i>-butyl ester

Synonyms:(1-{4-[5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-1H-pyrazol-4-yl)-carbamic acid tert-butyl ester

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Chemical Property of (1-{4-[5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-1H-pyrazol-4-yl)-carbamic acid tert-butyl ester

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Technology Process of (1-{4-[5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-1H-pyrazol-4-yl)-carbamic acid tert-butyl ester

There total 10 articles about (1-{4-[5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-1H-pyrazol-4-yl)-carbamic acid tert-butyl 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: 58.0%

: 1-{4-[5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-1H-pyrazole-4-carboxylic acid

: 75-65-0
tert-butyl alcohol

: 266327-57-5
(1-{4-[5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-1H-pyrazol-4-yl)-carbamic acid tert-butyl ester

Guidance literature:: With diphenyl-phosphinic acid; triethylamine; for 72h; Heating;
DOI:10.1021/jm990373e

Reference yield:

: 369-34-6
3,4-difluoronitrobenzene

: 266327-57-5
(1-{4-[5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-1H-pyrazol-4-yl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: 95 percent / K₂CO₃ / dimethylsulfoxide / 24 h / 90 °C

2.1: 88 percent / SnCl₂; EtOH / 1 h / 75 °C

3.1: 99 percent / NaHCO₃ / tetrahydrofuran / 20 °C

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

4.2: tetrahydrofuran / -78 - 20 °C

5.1: NEt₃ / CH₂Cl₂ / 4 h / 20 °C

6.1: NaN₃ / dimethylformamide / 65 °C

7.1: triphenylphosphine; water / tetrahydrofuran / 20 - 65 °C

8.1: pyridine / CH₂Cl₂ / 20 °C

9.1: 92 percent / water; Et₃N / PdOAc₂/dppp / dimethylformamide / 48 h / 100 °C

10.1: 58 percent / DPPA; NEt₃ / 72 h / Heating

With pyridine; sodium azide; ethanol; diphenyl-phosphinic acid; water; sodium hydrogencarbonate; potassium carbonate; triethylamine; triphenylphosphine; tin(ll) chloride; lithium hexamethyldisilazane; palladium diacetate; 1,3-bis-(diphenylphosphino)propane; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 1.1: Substitution / 2.1: Reduction / 3.1: Acylation / 4.1: Metallation / 4.2: Ring cleavage / 5.1: mesylation / 6.1: Substitution / 7.1: Reduction / 8.1: Acetylation / 9.1: Carboxylation / 10.1: Rearrangement;
DOI:10.1021/jm990373e

Reference yield:

: 266328-10-3
3-fluoro-4-(4-iodo-pyrazol-1-yl)-phenylamine

: 266327-57-5
(1-{4-[5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-1H-pyrazol-4-yl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 99 percent / NaHCO₃ / tetrahydrofuran / 20 °C

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

2.2: tetrahydrofuran / -78 - 20 °C

3.1: NEt₃ / CH₂Cl₂ / 4 h / 20 °C

4.1: NaN₃ / dimethylformamide / 65 °C

5.1: triphenylphosphine; water / tetrahydrofuran / 20 - 65 °C

6.1: pyridine / CH₂Cl₂ / 20 °C

7.1: 92 percent / water; Et₃N / PdOAc₂/dppp / dimethylformamide / 48 h / 100 °C

8.1: 58 percent / DPPA; NEt₃ / 72 h / Heating

With pyridine; sodium azide; diphenyl-phosphinic acid; water; sodium hydrogencarbonate; triethylamine; triphenylphosphine; lithium hexamethyldisilazane; palladium diacetate; 1,3-bis-(diphenylphosphino)propane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1.1: Acylation / 2.1: Metallation / 2.2: Ring cleavage / 3.1: mesylation / 4.1: Substitution / 5.1: Reduction / 6.1: Acetylation / 7.1: Carboxylation / 8.1: Rearrangement;
DOI:10.1021/jm990373e