ChemInform Abstract: CHEMICAL MODIFICATION OF AMINOGLYCOSIDES. 3. SYNTHESIS OF 2'-DEOXYKANAMYCINS FROM NEAMINE

Autor:	R. J. Reid, K. F. Stern, Gary E. Zurenko, S. A. Mizsak, L. M. Reineke, Barney J. Magerlein
Rok vydání:	1982
Předmět:	Stereochemistry Chemistry Aminoglycoside Chemical modification General Medicine Neamine
Zdroj:	Chemischer Informationsdienst. 13
ISSN:	0009-2975
DOI:	10.1002/chin.198222325
Popis:	The preparation of 2"-deoxykanamycin B (12) and 2",3',4'-trideoxykanamycin B (14) from neamine (1) 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 (6) and 3',4'-dideoxy-1,2',3,6'-tetrakis-N-(trifluoroacetyl)neamine (9). The amino groups of these intermediates are blocked by the trifluoroacetyl group, a blocking group not widely used in aminoglycoside chemistry.
Databáze:	OpenAIRE
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