Paromomycin derivatives and process for the preparation thereof
US4021601A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Apr 7, 1975 |
| Grant date | May 3, 1977 |
| Priority date | — |
| Expiry date | Apr 7, 1995 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07H15/232
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
A process is disclosed for preparing paromomycin derivatives N-substituted in the 2'-position and having the general formula: ##STR1## wherein R.sub.2 is an alkyl radical having from 1 to 10 carbon atoms or an arylalkyl radical having not more than 10 carbon atoms, wherein paromomycin is treated with a carboxylic acid anhydride in the presence of a strong acid to give an intermediate of formula II as shown in the accompanying specification, which then is reacted in the presence of sodium borohydride with the aldehyde whose radical is to be attached to the N-atom in the 2' position. Also as new compounds, 2'-N-alkylparomomycins of formula (I), wherein R.sub.2 is an alkyl radical having from 1 to 10 carbon atoms or an arylalkyl radical having not more than 10 carbon atoms, including PA1 Tetra-(N-1, N-3, N-2"', N-6"')-acetylparomomycin; PA1 2'-N-ethylparomomycin; and PA1 2'-N-(3-phenylpropyl)-paromomycin. The new compounds are useful as antibiotics.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.