Chemical modification of aminoglycosides. 3. Synthesis of 2"-deoxykanamycins from neamine
- 1 December 1981
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 24 (12) , 1487-1492
- https://doi.org/10.1021/jm00144a023
Abstract
The preparation of 2"-deoxykanamycin B and 2",3'',4''-trideoxykanamycin B from neamine is described. Key intermediates in the synthesis of these 2"-deoxyaminoglycoside antibiotics are 3'',4''-bis-O-(p-nitrobenzoyl)-1,2'',3,6''-tetrakis-N-(trifluoroacetyl)neamine and 3'',4''-dideoxy-1,2'',3,6''-tetrakis-N-(trifluoroacetyl)neamine. The amino groups of these intermediates are blocked by the trifluoroacetyl group, a blocking group not widely used in aminoglycoside chemistry.This publication has 1 reference indexed in Scilit:
- A new aminoglycoside antibiotic complex - The seldomycins. III. The structures of seldomycin factors 1 and 2.The Journal of Antibiotics, 1977