Toward the synthesis of fine chemicals from lactose: preparation of D-xylo and L-lyxo-aldohexos-5-ulose derivatives.
The transformation of (5R)-2,6-di-O-benzyl-5-C-methoxy-beta-D-galactopyranosyl-(1-->4)-2,3:5,6-di-O-isopropylidene-aldehydo-D-glucose dimethyl acetal (8) into partially protected derivatives of D-xylo- and L-lyxo-aldohexos-5-ulose has been reported, applying appropriate epimerisation methods to its 3'-O- and 4'-O-protected alcoholic derivatives.
Catelani
Giorgio
G
Dipartimento di Chimica Bioorganica e Biofarmacia, Università di Pisa, Pisa, Italy. giocate@farm.unipi.it
D'Andrea
Felicia
F
Guazzelli
Lorenzo
L
Pistarà
Venerando
V
D006027:Glycosides / Q000138:chemical synthesis* / Q000737:chemistry*; D007785:Lactose / Q000031:analogs & derivatives* / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D013237:Stereoisomerism
D006027:Glycosides; D007785:Lactose