N-{[(5S)-3-[4-(azetidin-3-ylamino)-3-fluoro-phenyl]-2-oxo-5-oxazolidinyl]methyl}-acetamide

Base Information

Chemical Name:N-{[(5S)-3-[4-(azetidin-3-ylamino)-3-fluoro-phenyl]-2-oxo-5-oxazolidinyl]methyl}-acetamide
CAS No.:510729-20-1
Molecular Formula:C₁₅H₁₉FN₄O₃
Molecular Weight:322.339
Hs Code.:

Synonyms:N-{[(5S)-3-[4-(azetidin-3-ylamino)-3-fluoro-phenyl]-2-oxo-5-oxazolidinyl]methyl}-acetamide

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Chemical Property of N-{[(5S)-3-[4-(azetidin-3-ylamino)-3-fluoro-phenyl]-2-oxo-5-oxazolidinyl]methyl}-acetamide

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Technology Process of N-{[(5S)-3-[4-(azetidin-3-ylamino)-3-fluoro-phenyl]-2-oxo-5-oxazolidinyl]methyl}-acetamide

There total 6 articles about N-{[(5S)-3-[4-(azetidin-3-ylamino)-3-fluoro-phenyl]-2-oxo-5-oxazolidinyl]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:

: 3-{4-[5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenylamino}-azetidine-1-carboxylic acid tert-butyl ester

: 510729-20-1
N-{[(5S)-3-[4-(azetidin-3-ylamino)-3-fluoro-phenyl]-2-oxo-5-oxazolidinyl]methyl}-acetamide

Guidance literature:: With triethylsilane; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 20h;
DOI:10.1016/S0968-0896(03)00083-X

Reference yield:

: 369-34-6
3,4-difluoronitrobenzene

: 510729-20-1
N-{[(5S)-3-[4-(azetidin-3-ylamino)-3-fluoro-phenyl]-2-oxo-5-oxazolidinyl]methyl}-acetamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: triethylamine / ethyl acetate / 20 h / Heating

2.1: PdCl₂(PPh₃)2; AcOH; tributyltin hydride / tetrahydrofuran / 1 h / 20 °C

2.2: tetrahydrofuran / 3 h / 20 °C

3.1: H₂ / Pd/C / ethyl acetate; methanol

4.1: AcOH / 2 h / 20 °C

5.1: triethylsilane; trifluoroacetic acid / CH₂Cl₂ / 20 h / 20 °C

With triethylsilane; bis-triphenylphosphine-palladium(II) chloride; hydrogen; tri-n-butyl-tin hydride; acetic acid; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
DOI:10.1016/S0968-0896(03)00083-X

Reference yield:

: 3-(2-fluoro-4-nitro-phenylamino)-azetidine-1-carboxylic acid tert-butyl ester

: 510729-20-1
N-{[(5S)-3-[4-(azetidin-3-ylamino)-3-fluoro-phenyl]-2-oxo-5-oxazolidinyl]methyl}-acetamide

Guidance literature:: Multi-step reaction with 4 steps

1: H₂ / Pd/C / ethyl acetate; methanol

2: AcOH / 2 h / 20 °C

3: triethylsilane; trifluoroacetic acid / CH₂Cl₂ / 20 h / 20 °C

With triethylsilane; hydrogen; acetic acid; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate;
DOI:10.1016/S0968-0896(03)00083-X