(5S)-N-[3-(4-Bromo-3-fluorophenyl)-2-oxooxazolidin-5-ylmethyl]acetamide

Base Information

• Chemical Name: (5S)-N-[3-(4-Bromo-3-fluorophenyl)-2-oxooxazolidin-5-ylmethyl]acetamide
• CAS No.: 856677-05-9
• Molecular Formula: C12H12 Br F N2 O3
• Molecular Weight: 331.141
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID40470662
• Wikidata: Q72456431
• Mol file: 856677-05-9.mol

Synonyms:856677-05-9;(S)-N-((3-(4-Bromo-3-fluorophenyl)-2-oxooxazolidin-5-yl)methyl)acetamide;(5S)-N-[3-(4-Bromo-3-fluorophenyl)-2-oxooxazolidin-5-ylmethyl]acetamide;N-[[(5S)-3-(4-bromo-3-fluorophenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide;N-{[(5S)-3-(4-Bromo-3-fluorophenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl}acetamide;SCHEMBL4573657;DTXSID40470662;SYSAYGFWQXJHBE-VIFPVBQESA-N;(S)-N-((3-(4-bromo-3-fluorophenyl)-2-oxooxazolidin-5-yl)methyl)acetamide;MFCD08274939;AKOS015917393;AC-6409;AS-49940;CS-0330885;O10228;A841397;N-{[(55)-3-(4-bromo-3-fluorophenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl}acetamide;N-[[3-(4-bromo-3-fluoro-phenyl)-2-oxo-oxazolidin-5-yl]methyl]acetamide

Chemical Property of (5S)-N-[3-(4-Bromo-3-fluorophenyl)-2-oxooxazolidin-5-ylmethyl]acetamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.563
• Boiling Point: 504.277°C at 760 mmHg
• Flash Point: 258.778°C
• PSA: 58.64000
• Density: 1.563g/cm³
• LogP: 2.50540
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 330.00153
• Heavy Atom Count: 19
• Complexity: 369

Purity/Quality:

98% ^*data from raw suppliers

(S)-N-((3-(4-Bromo-3-fluorophenyl)-2-oxooxazolidin-5-yl)methyl)acetamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NCC1CN(C(=O)O1)C2=CC(=C(C=C2)Br)F
• Isomeric SMILES: CC(=O)NC[C@H]1CN(C(=O)O1)C2=CC(=C(C=C2)Br)F

Technology Process of (5S)-N-[3-(4-Bromo-3-fluorophenyl)-2-oxooxazolidin-5-ylmethyl]acetamide

There total 11 articles about (5S)-N-[3-(4-Bromo-3-fluorophenyl)-2-oxooxazolidin-5-ylmethyl]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: 100.0%

acetic anhydride (108-24-7) + (S)-5-(aminomethyl)-3-(4-bromo-3-fluorophenyl)oxazolidin-2-one (856677-03-7) → (5S)-N-[[3-(3-fluoro-4-bromophenyl)-2-oxo-oxazolidin-5-yl]methyl]acetamide (856677-05-9)

Guidance literature:

With acetic acid; at 20 ℃; for 1h;

Reference yield: 97.93%

acetyl chloride (75-36-5) + (S)-5-(aminomethyl)-3-(4-bromo-3-fluorophenyl)oxazolidin-2-one (856677-03-7) → (5S)-N-[[3-(3-fluoro-4-bromophenyl)-2-oxo-oxazolidin-5-yl]methyl]acetamide (856677-05-9)

Guidance literature:

With pyridine; at 0 - 20 ℃; for 2h;

Reference yield: 82.5%

(4-bromo-3-fluoro-phenyl)-carbamic acid methyl ester (396076-65-6) + N-[(2S)-2-acetoxy-3-chloropropyl]acetamide (183905-31-9) → (5S)-N-[[3-(3-fluoro-4-bromophenyl)-2-oxo-oxazolidin-5-yl]methyl]acetamide (856677-05-9)

Guidance literature:

(4-bromo-3-fluoro-phenyl)-carbamic acid methyl ester; With lithium tert-butoxide; In methanol; N,N-dimethyl-formamide; at 5 ℃; for 1.5h; Inert atmosphere;

N-[(2S)-2-acetoxy-3-chloropropyl]acetamide; In methanol; N,N-dimethyl-formamide; at 25 ℃; for 20h; Inert atmosphere;

DOI:10.1016/j.ejmech.2019.111781

upstream raw materials:

acetyl chloride

(S)-5-(aminomethyl)-3-(4-bromo-3-fluorophenyl)oxazolidin-2-one

3-fluoro-4-bromophenylamine

(4-bromo-3-fluorophenyl)carbamic acid benzyl ester

Downstream raw materials:

(S)-N-[3-(2-fluoro-4'-formylbiphenyl-4-yl)-2-oxo-1,3-oxazolidine-5-ylmethyl]acetamide

N-(((S)-3-(4-(4-ethoxycarbonylphenyl)-3-fluorophenyl)-2-oxooxazolidin-5-yl)methyl)acetamide

(5S)-N-[3-(4'-cyano-2-fluoro-biphenyl-4-yl)-2-oxo-oxazolidin-5-ylmethyl]-acetamide

C₂₁H₂₁FN₆O₄