benzyl 4-{(5S)-5-[(acetylamino)methyl]-2-oxo-1,3-oxazolidin-3-yl}-2-fluorophenyl(benzyl)carbamate

Base Information

Chemical Name:benzyl 4-{(5S)-5-[(acetylamino)methyl]-2-oxo-1,3-oxazolidin-3-yl}-2-fluorophenyl(benzyl)carbamate
CAS No.:182059-57-0
Molecular Formula:C₂₇H₂₆FN₃O₅
Molecular Weight:491.519
Hs Code.:

Synonyms:benzyl 4-{(5S)-5-[(acetylamino)methyl]-2-oxo-1,3-oxazolidin-3-yl}-2-fluorophenyl(benzyl)carbamate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of benzyl 4-{(5S)-5-[(acetylamino)methyl]-2-oxo-1,3-oxazolidin-3-yl}-2-fluorophenyl(benzyl)carbamate

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of benzyl 4-{(5S)-5-[(acetylamino)methyl]-2-oxo-1,3-oxazolidin-3-yl}-2-fluorophenyl(benzyl)carbamate

There total 13 articles about benzyl 4-{(5S)-5-[(acetylamino)methyl]-2-oxo-1,3-oxazolidin-3-yl}-2-fluorophenyl(benzyl)carbamate 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: 89.0%

: 108-24-7
acetic anhydride

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

: 182059-57-0
benzyl 4-{(5S)-5-[(acetylamino)methyl]-2-oxo-1,3-oxazolidin-3-yl}-2-fluorophenyl(benzyl)carbamate

Guidance literature:: With pyridine; at 0 - 20 ℃;
DOI:10.1021/jm980546k

Reference yield: 67.0%

: 507-09-5
tiolacetic acid

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

: 182059-57-0
benzyl 4-{(5S)-5-[(acetylamino)methyl]-2-oxo-1,3-oxazolidin-3-yl}-2-fluorophenyl(benzyl)carbamate

Guidance literature:: at 20 ℃; for 24h; Product distribution / selectivity;

Reference yield:

: 369-34-6
3,4-difluoronitrobenzene

: 182059-57-0
benzyl 4-{(5S)-5-[(acetylamino)methyl]-2-oxo-1,3-oxazolidin-3-yl}-2-fluorophenyl(benzyl)carbamate

Guidance literature:: Multi-step reaction with 8 steps

1.1: 77 percent / N,N-diisopropylethylamine / acetonitrile / 6 h / 90 °C

2.1: H₂ / 5percent Pt/C / tetrahydrofuran / 6 h

3.1: N,N-dimethylaniline / tetrahydrofuran / 17 h / 20 °C

4.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / -78 °C

4.2: 77 percent / tetrahydrofuran / 24 h / -78 - 20 °C

5.1: NEt₃ / CH₂Cl₂ / 0.75 h / 0 °C

6.1: acetonitrile / 48 h / 95 °C

7.1: 99 percent / hydrazine monohydrate / methanol / 5 h / 80 °C

8.1: 89 percent / pyridine / 18 h / 0 - 20 °C

With pyridine; hydrogen; hydrazine hydrate; N,N-dimethyl-aniline; triethylamine; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; 5percent Pt/C; In tetrahydrofuran; methanol; dichloromethane; acetonitrile; 1.1: Substitution / 2.1: Reduction / 3.1: Acylation / 4.1: Metallation / 4.2: Ring cleavage / 5.1: mesylation / 6.1: Substitution / 7.1: hydrazinolysis / 8.1: Acetylation;
DOI:10.1021/jm990373e