104430-50-4Relevant academic research and scientific papers
Branched and Chain-extended Sugars, XXX.- Diastereoselective Synthesis of L-glycero-D-manno-Heptose, a Constituent of the Inner Core Region of Lipopolysaccharides
Paulsen, Hans,Schueller, Matthias,Heitmann, Axel,Nashed, Mina A.,Redlich, Hartmut
, p. 675 - 686 (2007/10/02)
Reaction of 2,3;5,6-di-O-isopropylidene-D-mannofuranose (1) with 2-lithio-1,3-dithiane affords diastereoselectively the 3,4;6,7-di-O-isopropylidene-D-glycero-D-galacto-heptose trimethylene dithioacetal (3).Conversion of compound 3 by a sequence of steps gives the tri-O-isopropylidene-D-glycero-D-galacto-heptit 16 which is oxidized with 1,1'-(azodicarbonyl)-dipiperidine to give the tri-O-isopropylidene-L-glycero-D-manno-heptose 17.Finally, compound 17 is transferred via the acetate 19 into the L-glycero-D-manno-heptopyranose 18.
