Synthetic method of double-sialylated tetrasaccharide
A synthesis method and sialylation technology, applied in chemical instruments and methods, organic chemistry, sugar derivatives, etc., can solve problems such as indistinguishable
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[0049] Example 1 Chemical enzymatic synthesis of disialylated tetrasaccharide [Neu5Acα(2-3)Galβ(1-3)[Neu5Acα(2-6)]GalNAc]
[0050] Proceed as follows:
[0051] (1) Synthesis of β-configuration monosaccharide derivative 1 by chemical method:
[0052] Compound 1 (GalNAcβProN 3 )Synthesis
[0053] The reaction equation is as Figure 8 shown;
[0054] In a 500mL round bottom flask, add galactosamine hydrochloride (8.0g, 37.1mmol), acetic anhydride (38mL), pyridine (160mL), dimethylaminopyridine (DMAP, 0.3g, 2.46mmol), and stir at room temperature for 12 Hour. Thin-layer chromatography detection (EA:MeOH=10:1) After the reaction is complete, concentrate by rotary evaporation, then add 20 mL of toluene to the reaction solution, concentrate by rotary evaporation, and repeat 3 times. The obtained solid was redissolved in 300 mL of methanol, and left to stand at 4° C. for 12 hours for recrystallization. After filtration, the filtrate was discarded, and the resulting solid was co...
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