82263-47-6

Basic information

• Product Name: (2S,4S,5R)-3,4-dimethyl-5-phenyl-2-styryloxazolidine
• Synonyms: (2S,4S,5R)-3,4-dimethyl-5-phenyl-2-styryloxazolidine
• CAS NO: 82263-47-6
• Molecular Weight: 279.382
• Mol File: 82263-47-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (2S,4S,5R)-3,4-dimethyl-5-phenyl-2-styryloxazolidine(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,4S,5R)-3,4-dimethyl-5-phenyl-2-styryloxazolidine(82263-47-6)
• EPA Substance Registry System: (2S,4S,5R)-3,4-dimethyl-5-phenyl-2-styryloxazolidine(82263-47-6)

Safety Data

• Hazardous Substances Data: 82263-47-6(Hazardous Substances Data)

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 299-42-3 ephedrine 
• 321-98-2 (1S,2R)-(+)-ephedrine 
• 104-55-2 3-phenyl-propenal 

Downstream Products

• 16251-77-7 3-Phenylbutyraldehyde 
• 1533-20-6 1,3-diphenylbutane-1-one 
• 82263-51-2 (2S,4S,5R)-2-((1S,2S,3S)-2-Dimethoxymethyl-3-phenyl-cyclopropyl)-3,4-dimethyl-5-phenyl-oxazolidine 
• 82215-32-5 (1S,2S,3S)-2-Dimethoxymethyl-3-phenyl-cyclopropanecarbaldehyde 
• 82263-48-7 trans-2- phenylcyclopropane-1-carbaldehyde 
• 3471-10-1 (1R,2R)-trans-2-phenyl-1-cyclopropanecarboxylic acid 
• 86296-02-8 (3R,4S,5R)-3,4-Dimethyl-5-phenyl-2-(2-phenyl-propyl)-oxazolidine 

Relevant articles and documents

ADDITION DIASTEREOSELECTIVE D'ORGANOCUPRATES A UNE OXAZOLIDINE CHIRALE α,Β INSATUREE: EFFET DE SOLVANT ET APPLICATION DES RESULTATS DE LA RMN 1H A LA DETERMINATION DE LA CONFIGURATION ABSOLUE ET DE LA PURETE OPTIQUE D'ARYL-3-ALKANALS

Addition of lithium dimethylcuprate to the chiral oxazolidine (1) in ether or in hexane leads to 3-phenylbutanals having the S or R configuration, respectively, with high optical yield in the latter case (e.e. = ca. 80percent).The 1H NMR study of the intermediate oxazolidine allows accurate determination of the optical yield and could be applied to the determination of the absolute configuration and optical purity of other 3-arylalkanals.

ADDITION DIASTEREOSELECTIVE SUR UNE DOUBLE LIAISON EN α D'UNE OXAZOLIDINE CHIRALE

Methyl copper reacts with the 2(-)R oxazolidine (93percent optically pure) obtained from cinnamaldehyde and 1-ephedrine and leads to S(+)3-phenyl butanal with an enentiomeric excess of 35percent.