109717-73-9Relevant academic research and scientific papers
Pictet-Spengler reaction of biogenic amines with (2R)-N- glyoxyloylbornane-10,2-sultam. Enantioselective synthesis of (S)-(+)-N- methylcalycotomine and (R)-(+)-xylopinine
Czarnocki, Zbigniew,Arazny, Zbigniew
, p. 2871 - 2879 (2007/10/03)
The Pictet-Spengler reaction of (2R)-N-glyoxyloylbornane-10,2-sultam with dopamine hydrochloride gave the condensation product, which was further converted into (S)-(+)-N)-methylcalycotomine and (R)-(+)-xylopinine of high enantiomeric purity.
Enantioselective synthesis of (R)-(-)-laudanosine and (R)-(-)-glaucine from L-ascorbic acid
Czarnocki, Zbigniew,Mieczkowski, Jozef B.,Ziolkowski, Marek
, p. 2711 - 2720 (2007/10/03)
L-Ascorbic acid 1 was converted into L-gulonolactone 2 by catalytic hydrogenation. Treatment of 2 with 3,4-dimethoxyphenylethyl amine 3 afforded amide 4, which in several steps was transformed into the title alkaloids in good enantiomeric excesses. Also, chromium(III) oxide is proposed as an effective catalyst for the conversion of (R)-(-)-laudanosine into (R)-(-)-glaucine.
BENZOPHENANTHRIDINES. VI. TRANSFORMATIONS OF PROTOBERBERINE ALKALOIDS INTO BENZOPHENANTHRIDINE ALKALOIDS. HOFMANN DEGRADATION OF α-N- AND β-N-METHYL-(+/-)-13α-HYDROXYXYLOPININE IODIDES
Sladkov, V. I.,Sazonova, N. M.,Kuleshova, L. N.,Lindeman, S. V.,Struchkov, Yu. T.,Suvorov, N. N.
, p. 767 - 773 (2007/10/02)
(+/-)-13α-Hydroxyxylopinine was synthesized from 3,4-dihydropapaverine dichlorophosphate through a stage involving the formation of 3,4-dihydropapaveraldine and α-hydroxynorlaudanosine.The product was converted by the action of methyl iodide in ethanol in
