摘要 |
<p>In a new process for the prepn. of streptamine from the epoxy-hydrazine cpd. obtd. by reaction of cis-benzene trioxide with N2H4, the epoxy-hydrazine cpd. is reacted with phthalic anhydride to give an azine dione cpd.; the epoxide ring of this cpd. is opened in the presence of an oxy-acid; the phthalic acid residue is removed by means of caustic alkali or N2H4; and the resulting cpd. is catalytically reduced to streptamine. Streptamine, and streptidine which can be obtd. from it, is an antibiotic component and can be used e.g. in the synthesis of dihydrostreptomycin. Streptoamine can also be added to the nutrient media of antibiotic-forming micro-organisms. Simple process giving high yields of streptamine without the need for isolation of intermediates. The presence of the azine dione gp. is responsible for the stereospecific course of the ring-opening of the epoxide intermediate. In an example, streptamine sulphate is prepd. from cisbenzene trioxide via DL-1,2-anhydro-4,6-biimino-4,6-dideoxy-myoinositol, DL-1,2-anhydro-4,6-dideoxy-4,6- N,N'-(1,2,3,4-tetrahydro-1,4-diox- o)phthalazino -myoinositol and 1,3-dideoxy-1,3- N,N'-(1,2,3,4-tetrahydro-1,4-dioxo)phthalazino -- scyllo-inositol.</p> |