5-0-(5-AMINO-5-DEOXY-D-PENTOFURANOSYL)N HOCH 1-(4-AMINO-2-HYDROXY-BUTYRYL)-4-0(2,6-DIAMINO-2,6-DIDEOXY-D-GLUCO-PYRANOSYL)2-DEOXYSTREPTAMINE

• Main Authors: HASKELL, THEODORE HERBERT, CULBERTSON, TOWNLEY PAYNE
• Format: Patent
• Language: German
• Published: 19.07.1973
• Edition: 1
• Subjects: CHEMISTRY; DERIVATIVES THEREOF; METALLURGY; NUCLEIC ACIDS; NUCLEOSIDES; NUCLEOTIDES; ORGANIC CHEMISTRY; SUGARS

1365462 Butirosin derivatives PARKE DAVIS & CO 12 Jan 1973 [13 Jan 1972] 1849/73 Heading C2A 5 - O - (5 - Amino - 5 - deoxy - D -xylofuranosyl) - N1 - (4 - amino - 2 - hydroxybutyryl)- 4 - O (2,6 - diamino - 2,6 - dideoxy - D - glucopyranosyl) - 2 - deoxy - streptamine, also known as aminodeoxybutirosin A or aminodeoxyambutyrosin having the formula 5 - O (5 - amino - 5 - deoxy - D -ribofuranosyl)- N1 - (4 - amino - 2 - hydroxybutyryl) - 4 - O - (2,6- diamino - 2,6 - dideoxy - D - glucopyranosyl)- 2-deoxystreptamine, also known as aminodeoxybutirosin B or aminodeoxyambutyrosin B having the formula and acid addition salts thereof, having antibacterial activity, may be prepared from butirosin A and butirosin B, respectively, by the sequence of reactions comprising forming the tetra-(tri-fluoroacetyl) derivative, converting the primary alcohol group to an arylsulphonate ester, converting the aryl sulphonate ester group to the azido group by reaction with sodium azide, reducing the azido group to the amino group by catalytic hydrogenation, and hydrolysing the trifluoroacetyl groups. Salts may be formed with hydrochloric, hydrobromic, sulphuric, phosphoric, carbonic, acetic, succinic, citric, maleic, malic, and pamoic acids. The penta(trifluoroacetyl) derivatives of aminodeoxybutirosins A and B are also prepared. Antibacterial pharmaceutical and disinfectant compositions comprise the above butirosin derivatives and a carrier.