Mulard L A, Kovác P, Glaudemans C P
NIDDK, National Institutes of Health, Bethesda, Maryland 20892.
Carbohydr Res. 1994 Jun 2;259(1):21-34. doi: 10.1016/0008-6215(94)84194-2.
The synthesis is reported of galactopyranose nucleophiles monofluorinated at positions 3, 4, or 6 and protected by 4,6-O-benzylidene, 3,6-di-O-benzyl, or 3,4-O-isopropylidene groups, respectively. The condensation of these nucleophiles with 2,3,4-tri-O-benzoyl-alpha-L-rhamnosyl bromide gave, after deprotection, the disaccharide analogues of methyl O-alpha-L-rhamnopyranosyl-(1-->2)-alpha-D-galactopyranoside, monofluorinated at position 3, 4, or 6 of the galactoside residue.
报道了在3、4或6位单氟代并分别由4,6-O-亚苄基、3,6-二-O-苄基或3,4-O-异亚丙基保护的吡喃半乳糖亲核试剂的合成。这些亲核试剂与2,3,4-三-O-苯甲酰基-α-L-鼠李糖基溴缩合，脱保护后得到在半乳糖苷残基的3、4或6位单氟代的O-α-L-鼠李吡喃糖基-(1→2)-α-D-吡喃半乳糖苷的二糖类似物。
