3-Quinolinecarboxylic acid, 1-cyclopropyl-7-[4-[(5S)-5-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl] -2-oxo-3-oxazolidinyl]-2-fluorophenyl]-6-fluoro-1,4-dihydro-4-oxo-, phenylmethyl ester

Base Information

• Chemical Name: 3-Quinolinecarboxylic acid, 1-cyclopropyl-7-[4-[(5S)-5-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl] -2-oxo-3-oxazolidinyl]-2-fluorophenyl]-6-fluoro-1,4-dihydro-4-oxo-, phenylmethyl ester
• CAS No.: 444335-20-0
• Molecular Formula: C₃₅H₃₃F₂N₃O₇
• Molecular Weight: 645.66
• Mol file: 444335-20-0.mol

Synonyms:

Chemical Property of 3-Quinolinecarboxylic acid, 1-cyclopropyl-7-[4-[(5S)-5-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl] -2-oxo-3-oxazolidinyl]-2-fluorophenyl]-6-fluoro-1,4-dihydro-4-oxo-, phenylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Quinolinecarboxylic acid, 1-cyclopropyl-7-[4-[(5S)-5-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl] -2-oxo-3-oxazolidinyl]-2-fluorophenyl]-6-fluoro-1,4-dihydro-4-oxo-, phenylmethyl ester

There total 5 articles about 3-Quinolinecarboxylic acid, 1-cyclopropyl-7-[4-[(5S)-5-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl] -2-oxo-3-oxazolidinyl]-2-fluorophenyl]-6-fluoro-1,4-dihydro-4-oxo-, phenylmethyl 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:

C17H24BFN2O6 + Benzyl-1-cyclopropyl-6-fluoro-4-oxo-7-{[(trifluoromethyl)sulfonyl]oxy}-1,4-dihydro-3-quinolinecarboxylate (444335-15-3) → 7-{4-[5-(tert-butoxycarbonylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid benzyl ester (444335-20-0)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; dipotassium hydrogenphosphate; In 1,2-dimethoxyethane; at 90 ℃;

DOI:10.1016/j.bmcl.2003.07.021

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 7-{4-[5-(tert-butoxycarbonylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid benzyl ester (444335-20-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: EtMgBr; TMEDA / tetrahydrofuran / -50 °C

1.2: BuLi / tetrahydrofuran; hexane

2.1: Pd(PPh₃)2Cl₂; aq. K₂HPO₄ / 1,2-dimethoxy-ethane / 90 °C

With bis-triphenylphosphine-palladium(II) chloride; dipotassium hydrogenphosphate; N,N,N,N,-tetramethylethylenediamine; ethylmagnesium bromide; In tetrahydrofuran; 1,2-dimethoxyethane;

DOI:10.1016/j.bmcl.2003.07.021

Reference yield:

1-cyclopropyl-6-fluoro-1,4-dihydro-7-hydroxy-4-oxo-3-quinoline-carboxylic acid (130579-27-0) → 7-{4-[5-(tert-butoxycarbonylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid benzyl ester (444335-20-0)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 0 - 20 °C

2: 20 °C

3: Pd(PPh₃)2Cl₂; aq. K₂HPO₄ / 1,2-dimethoxy-ethane / 90 °C

With pyridine; bis-triphenylphosphine-palladium(II) chloride; dipotassium hydrogenphosphate; In 1,2-dimethoxyethane;

DOI:10.1016/j.bmcl.2003.07.021

upstream raw materials:

Benzyl-1-cyclopropyl-6-fluoro-4-oxo-7-{[(trifluoromethyl)sulfonyl]oxy}-1,4-dihydro-3-quinolinecarboxylate

di-tert-butyl dicarbonate

1-cyclopropyl-6-fluoro-1,4-dihydro-7-hydroxy-4-oxo-3-quinoline-carboxylic acid

tert-butyl (S)-((3-(4-bromo-3-fluorophenyl)-2-oxooxazolidin-5-yl)methyl)carbamate

Downstream raw materials:

Benzyl-7-(4-{(5S)-5-{(acetylamino)methyl}-2-oxo-1,3-oxazolidin-3-yl}-2-fluorophenyl)-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-3-quinolinecarboxylate