19744-05-9

Basic information

• Product Name: cis 5-O-Acetyl-2,3-diphenylisoxazolidine
• Synonyms: cis 5-O-Acetyl-2,3-diphenylisoxazolidine
• CAS NO: 19744-05-9
• Molecular Weight: 283.327
• Mol File: 19744-05-9.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: cis 5-O-Acetyl-2,3-diphenylisoxazolidine(CAS DataBase Reference)
• NIST Chemistry Reference: cis 5-O-Acetyl-2,3-diphenylisoxazolidine(19744-05-9)
• EPA Substance Registry System: cis 5-O-Acetyl-2,3-diphenylisoxazolidine(19744-05-9)

Safety Data

• Hazardous Substances Data: 19744-05-9(Hazardous Substances Data)

Upstream product

• 108-05-4 vinyl acetate 
• 201024-81-9 C,N-diphenylnitrone 
• 108-24-7 acetic anhydride 
• 135386-66-2 2,3-Diphenyl-5-hydroxyisoxazolidine 

Downstream Products

• 135386-66-2 2,3-Diphenyl-5-hydroxyisoxazolidine 
• 14371-10-9 (E)-3-phenylpropenal 
• 28620-50-0 (Z)-N-((E)-3-phenylallylidene)aniline oxide 

Relevant articles and documents

5-Acetoxy-2,3-diphenylisoxazolidine and 5-acetoxy-3-(4-nitrophenyl)-2-phenylisoxazolidine

The configurations of the isoxazolidine rings in the title compounds, 2,3-diphenylisoxazolidin-5-yl acetate (C17H17NO3), (I), and 3-(4-nitrophenyl)-2-phenylisoxazolidin-5-yl acetate (C17H16N2/su

An efficient C2-homologation of aromatic aldehydes via 5-hydroxyisoxazolidines

The reaction of lithium enolate of acetaldehyde (generated by the known cycloreversion of THF in the presence of n-BuLi) with a number of aryl N-phenylnitrones affords 2-phenyl-3-aryl-5-hydroxyisoxazolidines (trans + cis) in high yields. A low conversion or no reaction at all were instead observed with some N-alkylnitrones (methyl and t-butyl, respectively). Base (or acid) induced decomposition of 5-hydroxyisoxazolidines allows cinnamaldehydes to be obtained in high yields. Thus the combination of the synthesis and decomposition of 5-hydroxyisoxazolidines provides a new efficient way for the C2-homologation of aromatic aldehydes.