168297-93-6

Basic information

• Product Name: (S)-4-benzyl-5,5-dimethyl-3-propanoyl-1,3-oxazolidin-2-one
• Synonyms: (S)-4-benzyl-5,5-dimethyl-3-propanoyl-1,3-oxazolidin-2-one
• CAS NO: 168297-93-6
• Molecular Weight: 261.321
• Mol File: 168297-93-6.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: (S)-4-benzyl-5,5-dimethyl-3-propanoyl-1,3-oxazolidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4-benzyl-5,5-dimethyl-3-propanoyl-1,3-oxazolidin-2-one(168297-93-6)
• EPA Substance Registry System: (S)-4-benzyl-5,5-dimethyl-3-propanoyl-1,3-oxazolidin-2-one(168297-93-6)

Safety Data

• Hazardous Substances Data: 168297-93-6(Hazardous Substances Data)

Upstream product

• 168297-97-0 (S)-4-benzyl-5,5-dimethyl-N-(3-phenylpropanoyl)-1,3-oxazolidin-2-one 
• 1527484-91-8 C₁₈H₂₅NO₄ 
• 1527484-89-4 C₂₂H₂₅NO₅ 
• 51987-73-6 (S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester 
• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 
• 63-91-2 L-phenylalanine 
• 1373038-24-4 C₂₁H₂₄F₇NO₃ 
• 1373037-98-9 C₂₁H₂₆F₃NO₃ 
• 1373037-72-9 (S)-4-benzyl-3-(2-cyclohexylacetyl)-5,5-dimethyloxazolidin-2-one 
• 1207362-36-4 (S)-4-benzyl-3-hexanoyl-5,5-dimethyloxazolidin-2-one 
• 1262755-25-8 (S)-4-benzyl-3-((2S,3R)-3-((1S,2S)-2-((benzyloxy)methyl)cyclopropyl)-3-hydroxy-2-methylpropanoyl)-5,5-dimethyloxazolidin-2-one 
• 79-03-8 propionyl chloride 

Downstream Products

• 856017-80-6 (S)-4-benzyl-3-((2S,3R)-3-hydroxy-2,5-dimethyl-hex-4-enoyl)-5,5-dimethyl-oxazolidin-2-one 
• 856017-88-4 (S)-4-benzyl-3-[(2S,3R)-3-((S)-2,2-dimethyl-cyclopropyl)-3-hydroxy-2-methyl-propionyl]-5,5-dimethyl-oxazolidin-2-one 
• 856017-82-8 (S)-4-benzyl-3-((Z)-(2S,3R)-3-hydroxy-2-methyl-dec-4-enoyl)-5,5-dimethyl-oxazolidin-2-one 
• 1169842-90-3 (S)-4-benzyl-3-((2S,3S)-3-hydroxy-2-methyl-4-methylenehexanoyl)-5,5-dimethyloxazolidin-2-one 
• 1169842-93-6 (S)-4-benzyl-3-((2S,3S)-3-hydroxy-2,5-dimethyl-4-methylenehexanoyl)oxazolidin-2-one 
• 1169842-91-4 (S)-4-benzyl-3-((2S,3S)-3-hydroxy-2,4-dimethylpent-4-enoyl)-5,5-dimethyloxazolidin-2-one 

Relevant articles and documents

Stereoselective Alkylation of Chiral Titanium(IV) Enolates with tert-Butyl Peresters

Here, we present a new stereoselective alkylation of titanium(IV) enolates of chiral N-acyl oxazolidinones with tert-butyl peresters from Cα-branched aliphatic carboxylic acids, which proceeds through the decarboxylation of the peresters and the subsequent formation of alkyl radicals to produce the alkylated adducts with an excellent diastereoselectivity. Theoretical calculations account for the observed reactivity and the outstanding stereocontrol. Importantly, the resultant compounds can be easily converted into ligands for asymmetric and catalytic transformations.

General and stereoselective aminoxylation of biradical titanium(iv) enolates with TEMPO: A detailed study on the effect of the chiral auxiliary

A comprehensive analysis of the influence of the chiral auxiliary on the α-aminoxylation of titanium(iv) enolates with TEMPO indicated that (S) 4-tert-butyl-1-oxazolidine-2-thione is the most appropriate scaffold to provide a single diastereomer in high yields for a variety of substrates, which converts such a radical reaction into a highly chemo- and stereoselective oxidation.

Diastereoselective synthesis of β-heteroaryl syn -α-methyl- β-amino acid derivatives via a double chiral auxiliary approach

The addition of the SuperQuat enolate to five- and six-membered heterocyclic tert-butyl sulfinimines led to a high syn-selectivity of up to 99:1 in good to excellent yields. The reaction is tentatively proposed to proceed through an open-chain transition