Umemura E, Tsuchiya T, Koyama Y, Umezawa S
Institute of Bioorganic Chemistry, Kawasaki, Japan.
Carbohydr Res. 1993 Jan 15;238:147-62. doi: 10.1016/0008-6215(93)87010-p.
5-Deoxy-5-fluoro- (9) and 5-deoxy-5,5-difluoro-netilmicin (27) have been prepared from the corresponding 5-epi and 5-oxo derivatives of netilmicin by treatment with DAST. Structures of the fluorinated by-products (10, 11, and 12) obtained in one of the synthesis of 9 were determined. 5-Epi-netilmicin (13) and 5-epi-6'-N-methyl-netilmicin (21) have also been prepared.
5-脱氧-5-氟奈替米星(9)和5-脱氧-5,5-二氟奈替米星(27)是通过用DAST处理奈替米星相应的5-表位和5-氧代衍生物制备得到的。确定了在9的一种合成中获得的氟化副产物(10、11和12)的结构。还制备了5-表位奈替米星(13)和5-表位-6'-N-甲基奈替米星(21)。