((5R)-3-{3-fluoro-4-[4-(5-nitro-2-thienyl)piperazin-1-yl]phenyl}-2-oxo-1,3-oxazolidin-5-yl)methyl acetate

Base Information

• Chemical Name: ((5R)-3-{3-fluoro-4-[4-(5-nitro-2-thienyl)piperazin-1-yl]phenyl}-2-oxo-1,3-oxazolidin-5-yl)methyl acetate
• CAS No.: 885012-89-5
• Molecular Formula: C₂₀H₂₁FN₄O₆S
• Molecular Weight: 464.474
• Mol file: 885012-89-5.mol

Synonyms:((5R)-3-{3-fluoro-4-[4-(5-nitro-2-thienyl)piperazin-1-yl]phenyl}-2-oxo-1,3-oxazolidin-5-yl)methyl acetate

Chemical Property of ((5R)-3-{3-fluoro-4-[4-(5-nitro-2-thienyl)piperazin-1-yl]phenyl}-2-oxo-1,3-oxazolidin-5-yl)methyl acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((5R)-3-{3-fluoro-4-[4-(5-nitro-2-thienyl)piperazin-1-yl]phenyl}-2-oxo-1,3-oxazolidin-5-yl)methyl acetate

There total 4 articles about ((5R)-3-{3-fluoro-4-[4-(5-nitro-2-thienyl)piperazin-1-yl]phenyl}-2-oxo-1,3-oxazolidin-5-yl)methyl acetate 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: 40.0%

C16H20N3O4F + 2-bromo-5-nitrothiophene (13195-50-1,76216-72-3) → ((5R)-3-{3-fluoro-4-[4-(5-nitro-2-thienyl)piperazin-1-yl]phenyl}-2-oxo-1,3-oxazolidin-5-yl)methyl acetate (885012-89-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 60 ℃; for 30h;

DOI:10.1016/j.bmcl.2007.06.056

Reference yield:

tert-butyl 4-(4-{(5R)-5-[(acetyloxy)methyl]-2-oxo-1,3-oxazolidin-3-yl}-2-fluorophenyl)piperazine-1-carboxylate (885013-17-2) + 2-bromo-5-nitrothiophene (13195-50-1,76216-72-3) → ((5R)-3-{3-fluoro-4-[4-(5-nitro-2-thienyl)piperazin-1-yl]phenyl}-2-oxo-1,3-oxazolidin-5-yl)methyl acetate (885012-89-5)

Guidance literature:

tert-butyl 4-(4-{(5R)-5-[(acetyloxy)methyl]-2-oxo-1,3-oxazolidin-3-yl}-2-fluorophenyl)piperazine-1-carboxylate; With hydrogenchloride; In ethanol; at 0 ℃; for 6h;

2-bromo-5-nitrothiophene; With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 60 ℃; for 30h;

Reference yield:

(R)-tert-butyl-4-(2-fluoro-4-(5-(hydroxymethyl)-2-oxooxazolidin-3-yl)phenyl)piperazine-1-carboxylate (154590-62-2) → ((5R)-3-{3-fluoro-4-[4-(5-nitro-2-thienyl)piperazin-1-yl]phenyl}-2-oxo-1,3-oxazolidin-5-yl)methyl acetate (885012-89-5)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 17 h / 20 °C

2: HCl / ethanol / 2 h / 0 - 20 °C

3: 40 percent / N-ethyldiisopropylamine / acetonitrile / 30 h / 60 °C

With pyridine; hydrogenchloride; N-ethyl-N,N-diisopropylamine; In ethanol; acetonitrile;

DOI:10.1016/j.bmcl.2007.06.056

upstream raw materials:

2-bromo-5-nitrothiophene

(R)-tert-butyl-4-(2-fluoro-4-(5-(hydroxymethyl)-2-oxooxazolidin-3-yl)phenyl)piperazine-1-carboxylate

tert-butyl 4-(4-{(5R)-5-[(acetyloxy)methyl]-2-oxo-1,3-oxazolidin-3-yl}-2-fluorophenyl)piperazine-1-carboxylate

Downstream raw materials:

(5R)-3-{3-fluoro-4-[4-(5-nitro-2-thienyl)piperazin-1-yl]phenyl}-5-(hydroxymethyl)-1,3-oxazolidin-2-one