127680-53-9Relevant academic research and scientific papers
A highly stereoselective synthesis of the 1β-methylcarbapenem key intermediate from (R)-3-hydroxybutyric acid
Kobayashi, Yuko,Ito, Yoshio,Terashima, Shiro
, p. 55 - 66 (2007/10/02)
(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.
A NOVEL SYNTHESIS OF THE 1β-METHYLCARBAPENEM KEY INTERMEDIATE EMPLOYING THE -CYCLOADDITION REACTION OF CHLOROSULFONYL ISOCYANATE WITH A 4H-1,3-DIOXIN DERIVATIVE
Ito, Yoshio,Kobayashi, Yuko,Terashima, Shiro
, p. 5631 - 5634 (2007/10/02)
A highly stereoselective synthetic route to the title compound was explored by featuring the -cycloaddition reaction of chlorosulfonyl isocyanate with the 4H-1,3-dioxin derivative readily obtainable from methyl (R)-3-hydroxybutyrate, the Baeyer-Villinger reaction resulting in novel cleavage of the acetal moiety, and the Reformatsky reaction with sterically crowded 3-(2-bromopropionyl)-2-oxazolidone derivatives.
