216753-08-1

Basic information

• Product Name: (E)-1-(pyridin-4-yl)ethanone O-benzyl oxime
• Synonyms: (E)-1-(pyridin-4-yl)ethanone O-benzyl oxime
• CAS NO: 216753-08-1
• Molecular Weight: 226.278
• Mol File: 216753-08-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (E)-1-(pyridin-4-yl)ethanone O-benzyl oxime(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1-(pyridin-4-yl)ethanone O-benzyl oxime(216753-08-1)
• EPA Substance Registry System: (E)-1-(pyridin-4-yl)ethanone O-benzyl oxime(216753-08-1)

Safety Data

• Hazardous Substances Data: 216753-08-1(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 107445-21-6 (E)-1-(pyridin-4-yl)ethan-1-one oxime 

Relevant articles and documents

Highly enantioselective borane reduction of heteroaryl and heterocyclic ketoxime ethers catalyzed by novel spiroborate ester derived from diphenylvalinol: Application to the synthesis of nicotine analogues

(Chemical Equation Presented) An asymmetric synthesis for the preparation of nonracemic amines bearing heterocyclic and heteroaromatic rings is described. A variety of important enantiopure thionyl and arylalkyl primary amines were afforded by the borane-mediated enantioselective reduction of O-benzyl ketoximes using 10% of catalyst 10 derived from (S)-diphenylvalinol and ethylene glycol with excellent enantioselectivity, in up to 99% ee. The optimal condition for the first asymmetric reduction of 3- and 4-pyridyl-derived O-benzyl ketoxime ethers was achieved using 30% of catalytic loading in dioxane at 10°C. (S)-N-ethylnornicotine (3) was also successfully synthesized from the TIPS-protected (S)-2-amino-2-pyridylethanol in 97% ee.