Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Chemical Modification of Kanamycin. II. Syntheses of 3'-Amino-3'-deoxykanamycin and 3'-Amino-3'-deoxy-2'-mannokanamycin
SHIGEHARU INOUYE
Author information
JOURNAL FREE ACCESS

1968 Volume 16 Issue 4 Pages 573-579

Details
Abstract
Cyclization of the dialdehyde, obtained by periodate oxidation of tetra-N-acetyl-kanamycin, with nitromethane, followed by reduction and hydrazinolysis gave the titled compounds. Structural assignment of these derivatives was accomplished by NMR spectroscopy and degradation to the respective component sugars. Direct treatment of 3'-nitro-3'-deoxyderivative with hydrazine gave, via decomposition of the nitro sugar portion, O-a-D-3-amino-3-deoxyglucopyranosyl (1→6)-2-deoxystreptamine.
Content from these authors
© The Pharmaceutical Society of Japan
Next article
feedback
Top