58560-21-7Relevant academic research and scientific papers
Alkaloids of Templetonia retusa. Chemistry, Structure and Absolute Configuration of (-)-Templetine
Cannon, Jack R.,Williams, John R.,Arbain, Dayar,Brossi, Arnold,Blount, John F.,et al.
, p. 509 - 523 (2007/10/02)
(-)-Cytisine, (+)-lupanine, (-)-anagyrine, (+/-)-piptanthine and (-)-templetine have been isolated from Templetonia retusa (Vent.) R.Br.The absolute crystal structures of the trihydrochloride dihydrate and the isomorphous trihydrobromide dihydrate of (-)-templetine have both been determined by single-crystal X-ray diffraction; diffractometer data at 295 K were refined by least-squares techniques to residuals of 0.045 and 0.031, respectively, for 2351 and 1948 'observed' reflections.Crystals of the trihydrochloride are orthorhombic P212121, a 8.830(4), b 14.201(6) c 19.122(12) Angstroem, Z 4.Crystals of the trihydrobromide are isomorphous, a 9.081(3), b 14.578(2), c 19.197(11) Angstroem, Z 4.The absolute structure (1) of (-)-templetine has led to the absolute structure of its dehydrogenation product (-)-dehydropiptanthine perchlorate (7) which, in turn, has allowed the absolute structures of (-)-ormosanine (6), (+)-piptanthine (4) and (-)-panamine (9) to be defined. (-)-Templetine (1) reacts with formaldehyde to form homotempletine (12) and with carbon disulfide to yield the thiourea (13).Treatment of either (12) or (13) with W-1 Raney nickel followed by perchloric acid has yielded the diperchlorate (15).The X-ray crystal structure of the diperchlorate (15) has also been determined: diffractometer data at 295 K were refined by least-squares techniques to a residual of 0.056 (1312 'observed' reflections).Crystals of the diperchlorate (15) are orthorhombic, P212121, a 18.636(5), b 12.569(6), c 10.403(4) Angstroem, Z 4.
Alkaloids of Hovea linearis R.Br. The Isolation of Ormosia Group Alkaloids
Lamberton, John A.,Morton, Trevor C.,Suares, Hector
, p. 2577 - 2582 (2007/10/02)
(+)-Sparteine, (-)-N-methylcytisine, (-)-anagyrine, (-)-baptifoline, (+-)-piptanthine and (-)-16-epiormosanine have been isolated as alkaloids of H. linearis R.Br.The absolute configuration of (-)-16-epiormosanine has been established by its formation as an hydrogenation product of the alkaloid (-)-podopetaline.Another minor alkaloid may be a new isomer of ormosanine.
