Font Size: a A A

Study On Synthesis Of Derivatives Of Sucrose

Posted on:2007-10-28Degree:MasterType:Thesis
Country:ChinaCandidate:H W HuFull Text:PDF
GTID:2121360185460915Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
6,1,6'-tri-O-tritylsucrose penta-acetate (TRISPA) was synthesized in two methods catalyzed by 4-dimethylaminopyridine (DMAP) . The reaction conditions were reviewed and the yield was improved. The reaction time and reaction temperature were decreased and the yield was improved in the solvent of DMF catalyzed by DMAP .In the solvent of pyridine catalyzed by DMAP and increased the temperature to reduce the reaction time and the yield was 85.6%.A better route was chosen from two by HPLC. And the optimal reaction condition of detritylation was determined. In the step of acetyl migration, organic solvent was insteaded by water to prepare 2,3,6,3',4'-Penta-O-Acetyl Sucrose (6-PAS) from 2,3,4,3',4'-Penta-O-Acetyl Sucrose (4-PAS). The reaction conditions of acetyl migration were reviewed, and the yield was increased. Improving the method of dealing with the product and got purer product.A safer and environment-friendly chlorination agent was used to instead of SOCl2 and phosgene. Adopted DMF as solicitation to preparation Vilsmeier reagent. The material ratio was reviewed and optimal reaction conditions were determined. The structure was charactered by X- diffraction.The method of synthesizing of [2+2]-GP was designed according to the idea of synthesizing of glycophane and the method of synthesizing of crown ether. Some reaction conditions were reviewed and the operation of the experiment was improved. The infection of the structure of sucrose and the radius of metal ion. Realized some differences of synthesis of glycophane and crown ether, according to this an improved design was designed for the next step.
Keywords/Search Tags:sucralose, DMAP, acetyl migration, N-methylmorpholine, triphosgene, glycophane, synthesis
PDF Full Text Request
Related items