1-脱氧氮杂-D-葡萄糖(Deoxynojirimycin,DNJ)的合成

1-脱氧氮杂-D-葡萄糖(Deoxynojirimycin;DNJ)的合成;糖苷酶;异构体分离

Synthesis of Deoxynojirimycin(DNJ)

A facile synthesis of 1-dexoynojirimycin(DNJ), an important glycosidase inhibitor, using L - sorbose as the starting material. The hydroxy groups at C-2,3, of L -sorbose was selectively protected and an azide group was introduced at C-6, affording the key intermediate 6-deoxy-6-amino- L -sorbofuranose hydrochloride via catalytic hydrogenation and hydrolysis. The intermediate was converted into the target compound 1- deoxynojirimycin hydrochloride in a hydrogenation procedure, an epimer of DNJ being also generated but difficult to separate from the mixture in conventional ways. By means of benzyloxycarbonylation, N-benzyloxycarbonyl-1-deoxynojirimycin was isolated from the mixture.