213198-15-3

Basic information

• Product Name: (2R)-2,3-dihydro-2-phenyl-1-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)pyridine-4(1H)-one
• Synonyms: (2R)-2,3-dihydro-2-phenyl-1-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)pyridine-4(1H)-one
• CAS NO: 213198-15-3
• Molecular Weight: 671.829
• Mol File: 213198-15-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2R)-2,3-dihydro-2-phenyl-1-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)pyridine-4(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: (2R)-2,3-dihydro-2-phenyl-1-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)pyridine-4(1H)-one(213198-15-3)
• EPA Substance Registry System: (2R)-2,3-dihydro-2-phenyl-1-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)pyridine-4(1H)-one(213198-15-3)

Safety Data

• Hazardous Substances Data: 213198-15-3(Hazardous Substances Data)

Upstream product

• 100-59-4 phenylmagnesium chloride 
• 213197-97-8 1,4-dihydro-1-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)-pyridin-4(1H)-one 
• 27248-04-0 4-((trimethylsilyl)oxy)pyridine 

Relevant articles and documents

Stereoselective synthesis of enantiomerically pure piperidine derivatives by N-galactosylation of pyridones

Stereoselective desymmetrization of 4-pyridone has been achieved through selective N-galactosylation, activation of the N-(galactosyl)pyridone by O-silylation and immediate addition of Grignard compounds. Chiral piperidine derivatives, e.g. (S)-(+)-coniine and (5S,9S)-(+)-indolozidine 167B, were synthesised in enantiomerically pure form using these highly regio- and stereoselective reactions. After N-galactosylation of 2-pyridone and O-silylation of the N-galactosyl-2-pyridone, addition of a Grignard compound proceeded with high 1,4-regioselectivity and complete diastereoselectivity, to furnish 4-substituted 5,6-dehydro-2-piperidones. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.