benzyl 4-((S)-5-(aminomethyl)-2-oxooxazolidin-3-yl)-2-fluorophenylbenzylcarbamate

Base Information

• Chemical Name: benzyl 4-((S)-5-(aminomethyl)-2-oxooxazolidin-3-yl)-2-fluorophenylbenzylcarbamate
• CAS No.: 219664-23-0
• Molecular Formula: C₂₅H₂₄FN₃O₄
• Molecular Weight: 449.482
• Mol file: 219664-23-0.mol

Synonyms:benzyl 4-((S)-5-(aminomethyl)-2-oxooxazolidin-3-yl)-2-fluorophenylbenzylcarbamate

Chemical Property of benzyl 4-((S)-5-(aminomethyl)-2-oxooxazolidin-3-yl)-2-fluorophenylbenzylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 4-((S)-5-(aminomethyl)-2-oxooxazolidin-3-yl)-2-fluorophenylbenzylcarbamate

There total 9 articles about benzyl 4-((S)-5-(aminomethyl)-2-oxooxazolidin-3-yl)-2-fluorophenylbenzylcarbamate 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: 99.0%

Benzyl-{4-[(S)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-carbamic acid benzyl ester (219664-11-6) → benzyl 4-((S)-5-(aminomethyl)-2-oxooxazolidin-3-yl)-2-fluorophenylbenzylcarbamate (219664-23-0)

Guidance literature:

With hydrazine hydrate; In methanol; at 80 ℃;

DOI:10.1021/jm980546k

Reference yield: 70.0%

benzyl-[4-(5-azidomethyl-2-oxo-oxazolidin-3-yl)-2-fluoro-phenyl]-carbamate (851529-79-8) → benzyl 4-((S)-5-(aminomethyl)-2-oxooxazolidin-3-yl)-2-fluorophenylbenzylcarbamate (219664-23-0)

Guidance literature:

benzyl-[4-(5-azidomethyl-2-oxo-oxazolidin-3-yl)-2-fluoro-phenyl]-carbamate; With triphenylphosphine; In tetrahydrofuran; for 4h;

With water; In tetrahydrofuran; at 40 - 50 ℃; for 16h;

Reference yield:

3,4-difluoronitrobenzene (369-34-6) → benzyl 4-((S)-5-(aminomethyl)-2-oxooxazolidin-3-yl)-2-fluorophenylbenzylcarbamate (219664-23-0)

Guidance literature:

Multi-step reaction with 7 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

With 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;

DOI:10.1021/jm990373e

upstream raw materials:

Benzyl-{4-[(S)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-carbamic acid benzyl ester

3,4-difluoronitrobenzene

benzylamine

N-benzyl-2-fluoro-4-nitroaniline

Downstream raw materials:

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

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

N-{(S)-3-[3-fluoro-4-(3-formyl-pyrrol-1-yl)-phenyl]-2-oxo-oxazolidin-5-yl methyl}-acetamide

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