136187-43-4

Basic information

• Product Name: (4S)-3-(3-cyclohexyl-1-oxopropyl)-4-phenylmethyl-2-oxazolidinone
• Synonyms: (4S)-3-(3-cyclohexyl-1-oxopropyl)-4-phenylmethyl-2-oxazolidinone
• CAS NO: 136187-43-4
• Molecular Weight: 315.412
• Mol File: 136187-43-4.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (4S)-3-(3-cyclohexyl-1-oxopropyl)-4-phenylmethyl-2-oxazolidinone(CAS DataBase Reference)
• NIST Chemistry Reference: (4S)-3-(3-cyclohexyl-1-oxopropyl)-4-phenylmethyl-2-oxazolidinone(136187-43-4)
• EPA Substance Registry System: (4S)-3-(3-cyclohexyl-1-oxopropyl)-4-phenylmethyl-2-oxazolidinone(136187-43-4)

Safety Data

• Hazardous Substances Data: 136187-43-4(Hazardous Substances Data)

Upstream product

• 137789-54-9 diethyl {2-[(4S)-4-benzyl-2-oxo-1,3-oxazolidin-3-yl]-2-oxoethyl}phosphonate 
• 2043-61-0 cyclohexanecarbaldehyde 
• 90719-32-7 (S)-4-Benzyl-2-oxazolidinone 
• 39098-75-4 3-cyclohexylpropionyl chloride 

Downstream Products

• 1013088-41-9 (2'S,4S)-3-(2-fluoro-3-cyclohexyl-1-oxopropyl)-4-phenylmethyl-2-oxazolidinone 
• 1176225-38-9 (S)-4-benzyl-3-((S)-2-(cyclohexylmethyl)pent-4-enoyl)oxazolidin-2-one 

Relevant articles and documents

Regio-selective reduction of the C-C double bonds in α,β- unsaturated acyl 4-substituted oxazolidin-2-ones and oxazolidine-2-thiones

Selective saturation of the conjugated C-C double bonds in the title compounds was examined in a systematic way for the first time. Many established protocols effective for similar reduction of α,β-unsaturated ketones and esters in the literature were found to be inapplicable in the present context. The most satisfactory results were finally obtained using the DIBAL-H/MeLi/CuI/HMPA/THF conditions.

Enantioselective synthesis of α-fluorinated β2-amino acids

A methodology for the enantioselective synthesis of α-fluorinated β2-amino acids has been developed from readily available carboxylic acids 3. Conversion to the Evan's oxazolidinone followed by enantioselective fluorination and alkylation gave 7 in high diastereomeric excess (>95%). Subsequent removal of the oxazolidinone and amination at the Bn-protected hydroxyl center gave optically active α-fluorinated β2-amino acids.