1. Studies On Green Synthesis Of Versatile Organic Intermediate HMF 2. Research On Synthesis Of 2,6-dideoxy Glycosides

This thesis was constructed of two parts:1. Studies on green synthesis of versatile organic intermediate HMF.2. Research on synthesis of 2,6-dideoxy glycosides.1. With the increasing of fossil fuel exploitation life, it’s an urgent task to find out new alternative energy as the three major sources, namely, oil, coal and gas would be exhausted. Biomass fuel is expected to become a new sustainable material to solve the energy crisis.5-Hydroxymethylfurfural, as a versatile organic intermediate, could be utilized to synthesize a series of furan-structure-containing compounds. Great efforts were made in the synthesis of HMF. We hope solid acid would be applied in this major as the outstanding role it played in the development of carbohydrate chemistry. After optimization of the catalyst and its immobilization ratio, FeCl3·6H2O/C (2g:3g) was found to be the best catalyst which could give out above 62% yield after 5 times recycling with highest yield of 78% in DMSO under 90℃. These features meet the requirements of the development of green chemistry and have laid a foundation for industrial production.2.2,6-dideoxy sugars are widely contained in nature products and clinic reagents and played a very important role. Generally, the specific therapeutic effect was thought to be caused by the aglycone and the sugar residue and therefore, parameters were influenced by the carbohydrate moieties. Meanwhile, as a kind of specific 2-deoxy sugars, it’s a challenging job to synthesize 2,6-dideoxy sugars with high yields and high stereoselectivities. We chose steady 2,6-dideoxy glucosyl peracetate as starting material and BF3·Et2O was found to be an effective catalyst. After optimization of reaction conditions,36 compounds, among which 33 compounds were new, were obtained with alcohols, phenols, amino acid derivatives and sugars as acceptors. The best yield achieved in the reaction was 100% and highest to >19:1 was obtainede achieved. We hope this thesis could provide a mild, easy and highly efficient way in further synthesis of more complex compounds.