1527484-94-1

Basic information

• Product Name: (S)-4-benzyl-N-(5-hexenoyl)-5,5-dimethyl-1,3-oxazolidin-2-one
• Synonyms: (S)-4-benzyl-N-(5-hexenoyl)-5,5-dimethyl-1,3-oxazolidin-2-one
• CAS NO: 1527484-94-1
• Molecular Weight: 301.386
• Mol File: 1527484-94-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (S)-4-benzyl-N-(5-hexenoyl)-5,5-dimethyl-1,3-oxazolidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4-benzyl-N-(5-hexenoyl)-5,5-dimethyl-1,3-oxazolidin-2-one(1527484-94-1)
• EPA Substance Registry System: (S)-4-benzyl-N-(5-hexenoyl)-5,5-dimethyl-1,3-oxazolidin-2-one(1527484-94-1)

Safety Data

• Hazardous Substances Data: 1527484-94-1(Hazardous Substances Data)

Upstream product

• 1577-22-6 5-hexenoic acid 
• 36394-07-7 5-hexenoyl chloride 
• 168297-85-6 (S)-4-benzyl-5,5-dimethyloxazolidin-2-one 
• 168297-97-0 (S)-4-benzyl-5,5-dimethyl-N-(3-phenylpropanoyl)-1,3-oxazolidin-2-one 

Downstream Products

• 1527484-73-6 (S)-4-benzyl-5,5-dimethyl-N-[(S)-2-(1-(2,2,6,6-tetramethylpiperidinyl)-oxy)-5-hexenoyl]-1,3-oxazolidin-2-one 
• 1527484-74-7 C₂₇H₄₀N₂O₄ 

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.

Asymmetric radical addition of TEMPO to titanium enolates

A mild method for a-hydroxylation of N-acyl oxazolidinones by asymmetric radical addition of the 2,2,6,6-tetramethylpiperidine N-oxy (TEMPO) radical to titanium enolates was developed. The high diastereoselectivity and broad scope of the reaction show synthetic utility for the a-hydroxylation of substrates that are not tolerant to strongly basic conditions.