Synthesis Of S-glycolipids And α-arly Thioglycosides

The dissertation describes the synthesis of S-glycolipids in chemically, and investigations on the Ullmann reaction in the preparation of a-aryl glucosinolates catalyzed by Cul. Three chapters are included in this thesis:Chapter One is the preface, mainly including two parts. The first part mainly introduces the structure and biological functions of glycolipids, it focuses on the synthesis in chemical. The second part describe the use and the preparation of glucosinolates in Carbohydrate Chemistry.Chapter Two the synthesis of glucosinolate glycolipids. Mainly introduces the selective hydrolysis of primary O-TMS protecting group of per-trimethylsilylated of Ethyl glucosinolates was investigated, the experimental results show that 2eq NH4OAC was the optimal for this regioselective deprotection in a mixed solution of DCM and MeOH. Ultimately, we use chemical methods through multi-step of full synthetic of three glucosinolate glycolipid molecules successfully in an ideal yield. Bioassay ongoing of three glucosinlate glycolipid molecules, the present paper only relates to their synthesis.Chapter Three investigations on the Ullmann reaction in the preparation of a-aryl glucosinolates catalyzed by Cul. Optimized reaction conditions, we screened the best condition of the synthesis of a-aryl glucosinolates. Four common a-glycosyl thiols were selected as substrates for the reaction research, and a series of a-aryl glucosinolates were synthesized successfully in a desirable yield. So far, we have successfully explored a new method for the synthesis of a-aryl glucosinolates. The mild conditions, the simple operation, the lower cost of the reagent are the important advantages.