127680-52-8

Basic information

• Product Name: (2R,6R)-2-<1-(S)-benzyloxyethyl>-6-methyl-1,3-dioxan-4-one
• Synonyms: (2R,6R)-2-<1-(S)-benzyloxyethyl>-6-methyl-1,3-dioxan-4-one
• CAS NO: 127680-52-8
• Molecular Weight: 250.295
• Mol File: 127680-52-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (2R,6R)-2-<1-(S)-benzyloxyethyl>-6-methyl-1,3-dioxan-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,6R)-2-<1-(S)-benzyloxyethyl>-6-methyl-1,3-dioxan-4-one(127680-52-8)
• EPA Substance Registry System: (2R,6R)-2-<1-(S)-benzyloxyethyl>-6-methyl-1,3-dioxan-4-one(127680-52-8)

Safety Data

• Hazardous Substances Data: 127680-52-8(Hazardous Substances Data)

Upstream product

• 3976-69-0 Methyl (R)-3-hydroxybutyrate 
• 81445-44-5 (S)-2-(benzyloxy)propanal 
• 625-72-9 (R)-3-hydroxybutyric acid 

Downstream Products

• 127680-54-0 (1S,3R,5R,6R)-8-aza-3-<1-(S)-benzyloxyethyl>-5-methyl-2,4-dioxa-bicyclo<4.2.0>octan-7-one 
• 139894-52-3 (1R,3R,5R,6S)-8-aza-3-<1-(S)-benzyloxyethyl>-5-methyl-2,4-dioxa-bicyclo<4.2.0>octan-7-one 
• 130919-58-3 (2R,6R)-2-<1-(S)-benzyloxyethyl>-6-methyl-1,3-dioxan-4-ol 
• 127680-53-9 (2R,4R)2-<1-(S)-benzyloxyethyl>-4-methyl-2H,4H-1,3-dioxin 

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.