Using the potent anticancer agent 2-deoxy-2-chloro-1-amino sugar as a lead compound, its analogs were prepared in 6 steps starting from D-glucal. The key step was the synthesis of 2-chloro-1-acetamido sugars using (C...Using the potent anticancer agent 2-deoxy-2-chloro-1-amino sugar as a lead compound, its analogs were prepared in 6 steps starting from D-glucal. The key step was the synthesis of 2-chloro-1-acetamido sugars using (COCl) 2-AgNO 3-CH 3 CN system in high yields. 2-Deoxy-2-chloro-1-amino sugars were obtained by treating the corresponding acetamido sugars with HCl in MeOH. All the compounds, including the reference compound, displayed almost no cytotoxic activity to the selected cancer cell lines.展开更多
(+)-l-Deoxy-6-epi-castanospermine was asymmetrically synthesized in ten steps from a-furfuryl amine derivative 6 in 2.9% overall yield. The kinetic resolution of a-furfuryl mine derivative 6 and Sharpless AD reaction ...(+)-l-Deoxy-6-epi-castanospermine was asymmetrically synthesized in ten steps from a-furfuryl amine derivative 6 in 2.9% overall yield. The kinetic resolution of a-furfuryl mine derivative 6 and Sharpless AD reaction of 14 were used as key steps.展开更多
基金National Natural Science Foundation of China(NSFC,Grant No.21072017)
文摘Using the potent anticancer agent 2-deoxy-2-chloro-1-amino sugar as a lead compound, its analogs were prepared in 6 steps starting from D-glucal. The key step was the synthesis of 2-chloro-1-acetamido sugars using (COCl) 2-AgNO 3-CH 3 CN system in high yields. 2-Deoxy-2-chloro-1-amino sugars were obtained by treating the corresponding acetamido sugars with HCl in MeOH. All the compounds, including the reference compound, displayed almost no cytotoxic activity to the selected cancer cell lines.
基金Project (29732061) supported by the National Natural Science Foundation of China and the State Key Laboratory of Bio-Organic & Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences.
文摘(+)-l-Deoxy-6-epi-castanospermine was asymmetrically synthesized in ten steps from a-furfuryl amine derivative 6 in 2.9% overall yield. The kinetic resolution of a-furfuryl mine derivative 6 and Sharpless AD reaction of 14 were used as key steps.