1254050-17-3

Basic information

• Product Name: methyl 9-oxo-3α-phenyl-2,4-dioxabicyclo[3.3.1]nonane-7α-carboxylate
• CAS NO: 1254050-17-3
• Molecular Weight: 276.289
• Mol File: 1254050-17-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: methyl 9-oxo-3α-phenyl-2,4-dioxabicyclo[3.3.1]nonane-7α-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 9-oxo-3α-phenyl-2,4-dioxabicyclo[3.3.1]nonane-7α-carboxylate(1254050-17-3)
• EPA Substance Registry System: methyl 9-oxo-3α-phenyl-2,4-dioxabicyclo[3.3.1]nonane-7α-carboxylate(1254050-17-3)

Safety Data

• Hazardous Substances Data: 1254050-17-3(Hazardous Substances Data)

Upstream product

• 4224-69-5 methyl 2-(bromomethyl)propenoate 

Relevant articles and documents

Stereoselective α,α′-annelation reactions of 1,3-dioxan-5-ones

Pyrrolidine enamines derived from three 1,3-dioxan-5-ones undergo α,α′-annelation reactions with methyl α-(bromomethyl) acrylate to produce bridged 2,4-dioxabicyclo[3.3.1]nonane ring systems with complete stereocontrol. Stereochemical outcomes have been rationalized based on steric and stereoelectronic interactions in intermediate boat-like conformations of the 1,3-dioxane ring and subsequent kinetic protonation to set an axial ester group on the cyclohexanone ring. Base-mediated ester epimerization provides the stereochemical array found in the highly oxygenated cyclohexane ring of phyllaemblic acid and glochicoccins B and D.