233589-43-0

Basic information

• Product Name: N-isopropyl-o-allyloxymethylbenzamide
• Synonyms: N-isopropyl-o-allyloxymethylbenzamide
• CAS NO: 233589-43-0
• Molecular Weight: 233.31
• Mol File: 233589-43-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-isopropyl-o-allyloxymethylbenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-isopropyl-o-allyloxymethylbenzamide(233589-43-0)
• EPA Substance Registry System: N-isopropyl-o-allyloxymethylbenzamide(233589-43-0)

Safety Data

• Hazardous Substances Data: 233589-43-0(Hazardous Substances Data)

Upstream product

• 5440-69-7 N-isopropylbenzamide 
• 3970-20-5 allyl chloromethyl ether 

Downstream Products

• 233589-46-3 (S)-3-(2-p-toluenesulfonyloxyethyl)phthalide 
• 233589-44-1 (S)-N-isopropyl-o-(1-hydroxy-3-butenyl)benzamide 

Relevant articles and documents

Sparteine-mediated enantioselective [2,3]-Wittig rearrangement of allyl ortho-substituted benzyl ethers and ortho-substituted benzyl prenyl ethers

The (-)-sparteine-mediated enantioselective [2,3]-Wittig rearrangement of N,N-dialkyl-o-allyloxymethylbenzamides and o-substituted benzyl prenyl ethers has been investigated. Enantiomeric excess up to 60% was observed as for the reaction with N,N-diethyl-o-allyloxymetylbenzamide. From the mechanistic investigations, it was suggested that the stereoinformation was introduced at the deprotonation step. Substoichiometric amount of (-)- sparteine (0.2 equiv.) did not decrease the enantioselectivity. Introduction of functional groups other than carbamoyl group did not enhance the enantioselectivity in this rearrangement.