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

Base Information

Chemical Name:N-{[(5S)-3-(4-azido-3-fluorophenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl}acetamide
CAS No.:181997-33-1
Molecular Formula:C₁₂H₁₂FN₅O₃
Molecular Weight:293.257
Hs Code.:

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

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

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

There total 12 articles about N-{[(5S)-3-(4-azido-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: 96.0%

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

: 181997-33-1
N-{[(5S)-3-(4-azido-3-fluorophenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl}acetamide

Guidance literature:: N-{[(5S)-3-(4-amino-3-fluorophenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl}acetamide; With hydrogenchloride; sodium nitrite; In methanol; at 0 ℃; for 2h;

With sodium azide; sodium acetate; In water; Further stages.;
DOI:10.1021/jm990373e

Reference yield:

: 181996-85-0
(S)-N-[[3-[4-[3-mercapto-4-[1,2,4]triazolyl]-3-fluorophenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide

: 181997-33-1
N-{[(5S)-3-(4-azido-3-fluorophenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl}acetamide

Guidance literature:: With sodium acetate; sodium nitrite; In hydrogenchloride; water;

Reference yield:

: 219664-23-0
benzyl 4-((S)-5-(aminomethyl)-2-oxooxazolidin-3-yl)-2-fluorophenylbenzylcarbamate

: 181997-33-1
N-{[(5S)-3-(4-azido-3-fluorophenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl}acetamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: 89 percent / pyridine / 18 h / 0 - 20 °C

2.1: 77 percent / H₂ / 10percent Pd/C / ethanol / 23 h

3.1: NaNO₂; aq. HCl / methanol / 2 h / 0 °C

3.2: 96 percent / NaN₃; NaOAc / H₂O

With pyridine; hydrogenchloride; hydrogen; sodium nitrite; 10percent Pd/C; In methanol; ethanol; 1.1: Acetylation / 2.1: Hydrogenolysis / 3.1: Diazotization / 3.2: Substitution;
DOI:10.1021/jm990373e