319483-27-7

Basic information

• Product Name: N-((Z)-1-{[(tert-butyl)dimethylsilyl]oxy}prop-1-enyl)-4-methoxy-N-prop-2-enylbenzamide
• Synonyms: N-((Z)-1-{[(tert-butyl)dimethylsilyl]oxy}prop-1-enyl)-4-methoxy-N-prop-2-enylbenzamide
• CAS NO: 319483-27-7
• Molecular Weight: 361.557
• Mol File: 319483-27-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-((Z)-1-{[(tert-butyl)dimethylsilyl]oxy}prop-1-enyl)-4-methoxy-N-prop-2-enylbenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-((Z)-1-{[(tert-butyl)dimethylsilyl]oxy}prop-1-enyl)-4-methoxy-N-prop-2-enylbenzamide(319483-27-7)
• EPA Substance Registry System: N-((Z)-1-{[(tert-butyl)dimethylsilyl]oxy}prop-1-enyl)-4-methoxy-N-prop-2-enylbenzamide(319483-27-7)

Safety Data

• Hazardous Substances Data: 319483-27-7(Hazardous Substances Data)

Upstream product

• 66897-25-4 4-methoxy-N-prop-2-enylbenzamide 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 255395-92-7 4-methoxy-N-propanoyl-N-prop-2-enylbenzamide 

Relevant articles and documents

Amino-Claisen rearrangements and Diels-Alder reactions of ketene N,O-acetals: Reactivity studies. On the way to a novel tandem process?

We report the synthesis of N-benzyl-N-[(E)-buta-1,3-dienyl]propanamide (6) and its corresponding O-silyl-substituted ketene N,O-acetal 7 and their Diels-Alder reaction. Propanamide 6 reacted smoothly, whereas the yield obtained from 7 was low, probably due to polymerization of the dienophile induced by electron transfer. The ketene N,O-acetals 27a-g were synthesized starting from the corresponding benzamides 25a-e (Scheme g). The ketene N,O-acetals 27a-g showed increased stabilities and underwent amino-Claisen rearrangements under thermal conditions. Using catalysts, interesting side reactions leading either to the annulated systems rac-35-37 or to a β-lactam rac-34 were observed.