107403-03-2

Basic information

• Product Name: 2,4-dimethyl-5-methylene-3-phenyl-4-phenylsulphonylisoxazolidine
• Synonyms: 2,4-dimethyl-5-methylene-3-phenyl-4-phenylsulphonylisoxazolidine
• CAS NO: 107403-03-2
• Molecular Weight: 329.42
• Mol File: 107403-03-2.mol

Chemical Properties

• CAS DataBase Reference: 2,4-dimethyl-5-methylene-3-phenyl-4-phenylsulphonylisoxazolidine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-dimethyl-5-methylene-3-phenyl-4-phenylsulphonylisoxazolidine(107403-03-2)
• EPA Substance Registry System: 2,4-dimethyl-5-methylene-3-phenyl-4-phenylsulphonylisoxazolidine(107403-03-2)

Safety Data

• Hazardous Substances Data: 107403-03-2(Hazardous Substances Data)

Upstream product

• 3376-23-6 N-(benzylidene)methylamine N-oxide 
• 2525-42-0 phenylsulfonylpropa-1,2-diene 
• 107402-95-9 2-methyl-3-phenyl-4-(phenylsulfonyl)-5-methyleneisoxazolidine 
• 74-88-4 methyl iodide 

Downstream Products

• 118987-52-3 5-methoxy-2,4,5-trimethyl-3-phenyl-4-phenylsulphonylisoxazolidine 
• 53258-83-6 3-(phenylsulfonyl)butan-2-one 
• 622-29-7 N-Benzylidenemethylamine 

Relevant articles and documents

ALKYATION STUDIES OF 5-EXO-METHYLENE SUBSTITUTED ISOXAZOLIDINES

1,3-Dipolar cycloaddition of nitrones to phenylsulphonylallene gives in high yield and with complete regiospecificity 5-methyleneisoxazolidines.These on treatment with base and subsequent reaction with electrophiles afford both α- and γ-substituted products.With methyl iodide as the electrophile, only the α-methylated product was isolated.In contrast, reaction of the 5-exo-methylene-4-phenylsulphonylisoxazolidine with allyl bromide afforded the γ-allyated product.Formation of this was shown to be via direct γ-attack, rather than by α-attack, followed by a 3,3-sigmatropic rearrangement.Further studies show that the product ratio is controlled by a sensitive interplay between thermodynamic and steric factors and is very dependent on the nature of the electrophile used.

DIPOLAR CYCLOADDITION REACTION OF (PHENYLSULFONYL)PROPADIENE WITH NITRONES AND ALKYLATION STUDIES OF THE CYCLOADDUCTS

Dipolar cycloaddition of nitrones with (phenylsulfonyl)propadiene give 4-sulfonyl substituted isoxazolidenes whose reactions with base and several electrophiles have been studied.