(S)-Benzyl 2-(2-oxooxazolidin-4-YL)acetate

Base Information

• Chemical Name: (S)-Benzyl 2-(2-oxooxazolidin-4-YL)acetate
• CAS No.: 540496-34-2
• Molecular Formula: C12H13NO4
• Molecular Weight: 235.24
• DSSTox Substance ID: DTXSID50459847
• Nikkaji Number: J1.867.076C
• Mol file: 540496-34-2.mol

Synonyms:(S)-BENZYL 2-(2-OXOOXAZOLIDIN-4-YL)ACETATE;benzyl [(4S)-2-oxo-1,3-oxazolidin-4-yl]acetate;(4S)-(2-Oxo-oxazolidin-4-yl)-acetic acid benzyl ester;SCHEMBL5792616;DTXSID50459847;VFXVGUKENCPCBN-JTQLQIEISA-N;MFCD25541979;AKOS027331862;AS-41668;benzyl [(4S)-2-oxo-1,3-oxazolidin 4yl]acetate

Chemical Property of (S)-Benzyl 2-(2-oxooxazolidin-4-YL)acetate

Chemical Property:

• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 235.08445790
• Heavy Atom Count: 17
• Complexity: 286

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(NC(=O)O1)CC(=O)OCC2=CC=CC=C2
• Isomeric SMILES: C1[C@@H](NC(=O)O1)CC(=O)OCC2=CC=CC=C2

Technology Process of (S)-Benzyl 2-(2-oxooxazolidin-4-YL)acetate

There total 9 articles about (S)-Benzyl 2-(2-oxooxazolidin-4-YL)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: 100.0%

benzyl (3S)-5-oxotetrahydro-3-furanylcarbamate (87219-29-2) + benzyl bromide (100-39-0) → (S)-(2-oxo)oxazolidine-4-acetic acid benzyl ester (540496-34-2)

Guidance literature:

benzyl (3S)-5-oxotetrahydro-3-furanylcarbamate; With caesium carbonate; In acetone; for 4h; Heating;

benzyl bromide; In N,N-dimethyl-formamide; at 20 ℃; for 16h; Further stages.;

DOI:10.1039/b210725m

Reference yield: 83.0%

benzyl (3S)-3-[(tert-butoxycarbonyl)amino]-4-hydroxybutanoate (79069-16-2) → (S)-(2-oxo)oxazolidine-4-acetic acid benzyl ester (540496-34-2)

Guidance literature:

With pyridine; p-toluenesulfonylanhydride; In dichloromethane; at 0 - 90 ℃; for 3h;

DOI:10.1055/s-2005-868494

Reference yield:

benzyl 3(S)-<(tert-butoxycarbonylamino)>-4-p-toluenesulfonyl-1-butyrate (161745-47-7) → (S)-(2-oxo)oxazolidine-4-acetic acid benzyl ester (540496-34-2)

Guidance literature:

In 1,2-dichloro-ethane; at 90 ℃; for 2h;

upstream raw materials:

benzyl (3S)-5-oxotetrahydro-3-furanylcarbamate

benzyl bromide

benzyl (3S)-3-[(tert-butoxycarbonyl)amino]-4-hydroxybutanoate

BOC-L-aspartic acid 4-benzyl ester

Downstream raw materials:

[(S)-3-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyryl)-2-oxo-oxazolidin-4-yl]-acetic acid benzyl ester

((S)-3-Acetyl-2-oxo-oxazolidin-4-yl)-acetic acid pentafluorophenyl ester

{(S)-3-[2-((S)-3-Acetyl-2-oxo-oxazolidin-4-yl)-acetyl]-2-oxo-oxazolidin-4-yl}-acetic acid benzyl ester

{(S)-3-[2-((S)-3-Acetyl-2-oxo-oxazolidin-4-yl)-acetyl]-2-oxo-oxazolidin-4-yl}-acetic acid pentafluorophenyl ester