Abstract

Basing on 2-fluoro-4-methoxyacetophenone 2-fluoro-4-hydroxyphenyl-1,2,3-thiadiazole was synthesized by means of the Hurd-Mori reaction. Under the conditions of phase transfer catalysis in water-chloroform system it was glycosylated with 1-α-bromo-2,3,4-tri-O-acetyl-D-xylopyranose. 2-Fluoro-4-hydroxy-1,2,3-selenadiazole can be prepared by oxidation of 2-fluoro-4-hydroxyacetophenone with selenium dioxide in acetic acid. Glycosylation of 2-fluoro-4-hydroxy-1,2,3-selenadiazole with 1-α-bromo-2,3,4,6-tetra-O-acetyl-D-galactopyranose leads to formation of corresponding glycoside. Alternative pathway for preparing of 1-β-[3-fluoro-4-(1,2,3-selenadiazol-4-yl)-phenyl]-2,3,4-tri-O-acetyl-D-xylopyranose including synthesis of 2-fluoro-4-hydroxyacetophenone xyloside and subsequent formation of selenadiazole ring was developed.

中文翻译：

---

在其碱上合成4-（2-氟-4-羟苯基）-1,2,3-硫杂-和-硒代二唑和糖苷

摘要

基于2-氟-4-甲氧基苯乙酮，通过Hurd-Mori反应合成了2-氟-4-羟基苯基-1,2,3-噻二唑。在水-氯仿体系中的相转移催化条件下，将其用1-α-溴-2,3,4-三-O-乙酰基-D-吡喃木糖糖基化。2-氟-4-羟基-1,2,3-硒代二唑可以通过在乙酸中用二氧化硒氧化2-氟-4-羟基苯乙酮来制备。2-氟-4-羟基-1,2,3-硒代二唑与1-α-溴-2,3,4,6-四-O-乙酰基-D-吡喃半乳糖的糖基化导致形成相应的糖苷。制备1-β-[3-氟-4-（1,2,3-硒二氮杂-4-基）-苯基] -2,3,4-tri -O-的替代途径开发了包括合成2-氟-4-羟基苯乙酮木糖苷和随后形成硒代二唑环的乙酰基-D-木吡喃糖。