57672-23-8Relevant academic research and scientific papers
1,5-DIAZABICYCLONONANE, THE OXIDATION PRODUCT OF SPERMINE
Croker, S. J.,Loeffler, R. S. T.,Smith, T. A.,Sessions, R. B.
, p. 1559 - 1560 (1983)
The structure of the product of the chemical or enzymatic oxidation of spermine was shown to be 1,5-diazabicyclononane (III).
Control of chemo- and regio-selectivity in rhodium catalysed reaction of unsaturated amines with H2/CO
Bergmann, David J.,Campi, Eva M.,Jackson, W. Roy,McCubbin, Quentin J.,Patti, Antonio F.
, p. 4315 - 4318 (1997)
The rhodium catalysed reactions of N-allyl- and N-butenyl-1.3-diaminopropanes give single products arising from exclusive hydroformylation at the terminal carbon when the hindered bisphosphite ligand, BIPHEPHOS is used. Reactions using a high carbon monoxide : hydrogen ratio (9 : 1) and triphenylphosphine as ligand give predominantly lactams arising from carbonylation but with poor control of regioselectivity.
Biocatalytic transamination with near-stoichiometric inexpensive amine donors mediated by bifunctional mono- and di-amine transaminases
Galman, James L.,Slabu, Iustina,Weise, Nicholas J.,Iglesias, Cesar,Parmeggiani, Fabio,Lloyd, Richard C.,Turner, Nicholas J.
supporting information, p. 361 - 366 (2017/08/14)
The discovery and characterisation of enzymes with both monoamine and diamine transaminase activity is reported, allowing conversion of a wide range of target ketone substrates with just a small excess of amine donor. The diamine co-substrates (putrescine, cadaverine or spermidine) are bio-derived and the enzyme system results in very little waste, making it a greener strategy for the production of valuable amine fine chemicals and pharmaceuticals.
Rhodium-catalysed hydroformylation and carbonylation of N-alkenyl-1,3-diaminopropanes
Bergmann, David J.,Campi, Eva M.,Jackson, W. Roy,McCubbin, Quentin J.,Patti, Antonio F.
, p. 17449 - 17460 (2007/10/03)
The rhodium catalysed reactions of N-alkenyl-1,3-diaminopropanes with H2/CO usually give mixtures of diazabicycloalkanes and aminopropyl lactams. The chemo- and regioselectivity of these reactions are influenced by the choice of ligand and by the ratio of H2 and CO in the gas mixture and in some cases formation of a single compound can be achieved.
Site Selective and Quantitative C-N Bond Cleavage of Spermine on a Cobalt Complex
Yashiro, Morio,Mori, Tomonori,Sekiguchi, Makoto,Yoshikawa, Sadao,Shiraishi, Shinsaku
, p. 1167 - 1168 (2007/10/02)
A C-N bond of spermine coordinated to cobalt(II) is cleaved through site-selective oxidation to yield 1,5-diazabicyclononane and complexes containing 1,3-diaminopropane in an aqueous solution.
OCCURRENCE IN HIGHER PLANTS OF 1-(3-AMINOPROPYL)-PYRROLINIUM AND PYRROLINE: PRODUCTS OF POLYAMINE OXIDATION
Smith, Terence A.,Croker, Stephen J.,Loeffler, R. S. Thomas
, p. 683 - 690 (2007/10/02)
The presence of 1-(3-aminopropyl)pyrrolinium (App) has been established in the leaves of oats, maize, barley and wheat seedlings.In oat leaves, concentrations of 1,3-diaminopropane (Dap), putrescine (Put) and App were greatest in the youngest plants.Changes in Dap and App could not be correlated with changes in polyamine oxidase activity.Concentrations of the amines were smaller in maize than in oats, and smallest in barley and wheat.Pyrroline, an oxidation product of Put in pea seedlings and of spermidine in oat and maize seedlings, has been demonstrated in extracts of these plants, and also in spinach leaves and in radish shoots, following distillation, derivatization with 2-aminobenzaldehyde, oxidation of the adduct and GC-MS.Piperideine was also identified in pea seedlings.Key Word Index- Gramineae; Leguminosae; 1-(3-aminopropyl)-2-pyrrolinium; 1-pyrroline; 1-piperideine; 2-aminobenzaldehyde adduct; 2,3-trimethylene-4-quinazolone; spermine; diaminopropane; amine oxidases.
