131991-75-8

Upstream product

• 131991-73-6 (2R,6R)-2--6-methyl-1,3-dioxan-4-one 
• 60656-87-3 benzyloxyacetoaldehyde 
• 31600-43-8 methyl 2-(benzyloxy)acetate 
• 19810-31-2 Benzyloxyacetyl chloride 
• 131991-74-7 (2R,6R)-2-(benzyloxymethyl)-6-methyl-1,3-dioxan-4-ol 

Downstream Products

• 131991-76-9 (1S,3R,5R,6R)-8-aza-3-(benzyloxymethyl)-5-methyl-2,4-dioxa-bicyclo<4.2.0>octan-7-one 
• 87037-95-4 (3R,4R)-4-acetoxy-3-[(1R)-1-hydroxyethyl]azetidin-2-one 
• 76899-07-5 (3R,4R)-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-acetoxyazetidin-2-one 

Relevant academic research and scientific papers

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.