139764-53-7

Basic information

• Product Name: (2S,6R)-2--6-methyl-1,3-dioxan-4-one
• CAS NO: 139764-53-7
• Molecular Weight: 236.268
• Mol File: 139764-53-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2S,6R)-2--6-methyl-1,3-dioxan-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,6R)-2--6-methyl-1,3-dioxan-4-one(139764-53-7)
• EPA Substance Registry System: (2S,6R)-2--6-methyl-1,3-dioxan-4-one(139764-53-7)

Safety Data

• Hazardous Substances Data: 139764-53-7(Hazardous Substances Data)

Upstream product

• 625-72-9 (R)-3-hydroxybutyric acid 
• 60656-87-3 benzyloxyacetoaldehyde 
• 19810-31-2 Benzyloxyacetyl chloride 
• 31600-43-8 methyl 2-(benzyloxy)acetate 

Relevant articles and documents

A highly stereoselective synthesis of the 1β-methylcarbapenem key intermediate from (R)-3-hydroxybutyric acid

(3R,4R)-4-Acetoxy-3-[(R)-1-(formyloxy)ethyl]-2-azetidinone 6 could be prepared highly stereoselectivity from (R)-3-hydroxybutyric acid by employing the [2+2]-cycloaddition reaction of chlorosulfonyl isocyanate with the 2H,4H-1,3-dioxin derivative and the Baeyer-Villiger reaction accompanying novel cleavage of the acetal moiety. The Reformatsky reaction of 6 with sterically crowded 3-(2-bromopropionyl)-2-oxazolidone derivatives readily afforded the title key intermediate after sequential chemical manipulations.