The first synthesis of N-acetylneuraminic acid 1,7-lactone.
N-Acetylneuraminic acid is transformed into its until now unavailable and rather unwieldy 1,7-lactone, via the manageable 2-benzyloxycarbonyl N-acetylneuraminic acid 1,7-lactone which generates the free lactone in quantitative yield by hydrogenolysis.
Colombo
Raffaele
R
Department of Chemistry, Biochemistry and Biotechnology for the Medicine, Via Saldini 50, Milano, Italy.
Anastasia
Mario
M
Rota
Paola
P
Allevi
Pietro
P
D002236:Carbohydrate Conformation; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry; D012794:Sialic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D007783:Lactones; C534256:N-acetylneuraminic acid 1,7-lactone; D012794:Sialic Acids