(S)-N-[[3-(3-Fluorophenyl)-2-oxo-5-oxazolidinyl]methyl]acetamide

Base Information

• Chemical Name: (S)-N-[[3-(3-Fluorophenyl)-2-oxo-5-oxazolidinyl]methyl]acetamide
• CAS No.: 139071-79-7
• Molecular Formula: C12H13FN2O3
• Molecular Weight: 252.245
• Hs Code.: 2934999090
• Mol file: 139071-79-7.mol

Synonyms:Acetamide,N-[[3-(3-fluorophenyl)-2-oxo-5-oxazolidinyl]methyl]-, (S)-;(S)-N-[[3-(3-Fluorophenyl)-2-oxo-5-oxazolidinyl]methyl]acetamide;N-[[(5S)-3-(3-fluorophenyl)-2-oxooxazolidin-5-yl]methyl]acetamide;

Chemical Property of (S)-N-[[3-(3-Fluorophenyl)-2-oxo-5-oxazolidinyl]methyl]acetamide

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 2.64E-08mmHg at 25°C
• Refractive Index: 1.537
• Boiling Point: 450.4 °C at 760 mmHg
• PKA: 15.53±0.46(Predicted)
• Flash Point: 226.2 °C
• PSA: 58.64000
• Density: 1.288g/cm³
• LogP: 1.74290
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

(S)-N-[3-(3-Fluorophenyl)-2-Oxo-Oxazolidin-5-Ylmethyl]Acetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-N-[[3-(3-Fluorophenyl)-2-oxo-5-oxazolidinyl]methyl]acetamide

There total 13 articles about (S)-N-[[3-(3-Fluorophenyl)-2-oxo-5-oxazolidinyl]methyl]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: 88.0%

(S)-5-(aminomethyl)-3-(3-fluorophenyl)oxazolidin-2-one (380380-56-3) + acetic anhydride (108-24-7) → (S)-N-[[3-(3-fluorophenyl)-2-oxo-5-oxazolidinyl]methyl]acetamide (139071-79-7)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.ejmech.2020.113002

Reference yield: 76.0%

(S)-5-(aminomethyl)-3-(3-fluorophenyl)oxazolidin-2-one (380380-56-3) → (S)-N-[[3-(3-fluorophenyl)-2-oxo-5-oxazolidinyl]methyl]acetamide (139071-79-7)

Guidance literature:

With acetic anhydride; In dichloromethane; water; triethylamine;

Reference yield: 63.0%

N-[(2S)-2-acetoxy-3-chloropropyl]acetamide (183905-31-9) + 3-fluorophenylcarbamic acid 2-methylpropyl ester (321430-28-8) → (S)-N-[[3-(3-fluorophenyl)-2-oxo-5-oxazolidinyl]methyl]acetamide (139071-79-7)

Guidance literature:

With 2-methylbutan-2-ol (lithium salt); In methanol; n-heptane; N,N-dimethyl-formamide; at -4 - 20 ℃;

DOI:10.1021/op034028h

upstream raw materials:

acetic anhydride

(5R)-3-(3-fluorophenyl)-5-hydroxymethyloxazolidin-2-one

N-(carbobenzyloxy)-3-fluoroaniline

1-fluoro-3-isocyanatobenzene

Downstream raw materials:

5-(S)-Acetamidomethyl-3-[4'-formyl-3'-fluorophenyl]oxazolidine-2-one

Refernces

• 1、 Cruz, Cristina D.,Wrigstedt, Pauli,Moslova, Karina,Iashin, Vladimir,M?kkyl?, Heidi,Ghemtio, Léo,Heikkinen, Sami,Tammela, P?ivi,Perea-Buceta, Jesus E.. "Installation of an aryl boronic acid function into the external section of N-aryl-oxazolidinones: Synthesis and antimicrobial evaluation". supporting information. . Retrieved 2020/11/27.
• 2、 Khera, Manoj Kumar,Cliffe, Ian A.,Prakash, Om. "Synthesis and in vitro activity of novel 1,2,4-triazolo[4,3-a]pyrimidine oxazolidinone antibacterial agents. Part II". . p. 5266 - 5269. Retrieved 2011/10/02.