90892-36-7

Basic information

• Product Name: ((2R,3S,4S)-3-Hydroxy-2-methyl-3,4-diphenyl-azetidin-1-yl)-phenyl-methanone
• Synonyms: ((2R,3S,4S)-3-Hydroxy-2-methyl-3,4-diphenyl-azetidin-1-yl)-phenyl-methanone
• CAS NO: 90892-36-7
• Molecular Weight: 343.425
• Mol File: 90892-36-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: ((2R,3S,4S)-3-Hydroxy-2-methyl-3,4-diphenyl-azetidin-1-yl)-phenyl-methanone(CAS DataBase Reference)
• NIST Chemistry Reference: ((2R,3S,4S)-3-Hydroxy-2-methyl-3,4-diphenyl-azetidin-1-yl)-phenyl-methanone(90892-36-7)
• EPA Substance Registry System: ((2R,3S,4S)-3-Hydroxy-2-methyl-3,4-diphenyl-azetidin-1-yl)-phenyl-methanone(90892-36-7)

Safety Data

• Hazardous Substances Data: 90892-36-7(Hazardous Substances Data)

Upstream product

• 16735-31-2 N-benzyl-N-(1-methyl-2-oxo-2-phenyl-ethyl)benzamide 

Relevant articles and documents

Photochemistry of Aminoketones. V. - Diastereoselective Synthesis of 3-Aryl-azetidin-3-ols via Photocyclization of Aryl-α-amidoalkyl-ketones

N-Acyl-azetidin-3-ols 3 and 4 are formed by diastereoselective cyclization of n,?*-excited N-benzyl-N-phenacyl-amides 1 and 2 in ether solution.Dependent on the nature of the p- and α-substituents of the phenacyl part and especially of the N-acylgroups in the amides 1 and 2 competing reactions occur, particularly the NORRISH II cleavage and an oxydative cleavage of the intermediate hydroxybiradicals A.N-Acylgroups with low energy barrier ΔG(excit.) of internal rotation favour the diastereoselective photocyclization by intramolecular interaction between the amide oxygen atom and the n,?*-CO-group in 1*, 2* and the OH group in the biradicals A, respectively.An intramolecular hydrogen bonding enables the N-tosyl-azetidinols 3 to rearrange to the N-tosylaminomethyl-benzhydryl-ketones 6 by 1-sensitized photoreaction.