Synthesis of 11-dihomodriman-8α-ol-12-one derivatives with azine and hydrazide fragments
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ARICU, Aculina, KUCHKOVA, Kaleria, BARBA, Alic, GORINCIOI, Elena, DRAGALIN, Ion, UNGUR, Nikon, VLAD, Pavel. Synthesis of 11-dihomodriman-8α-ol-12-one derivatives with azine and hydrazide fragments. In: Physical Methods in Coordination and Supramolecular Chemistry, 8-9 octombrie 2015, Chişinău. Chisinau, Republic of Moldova: 2015, XVIII, p. 36.
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Physical Methods in Coordination and Supramolecular Chemistry
XVIII, 2015
Conferința ""Physical Methods in Coordination and Supramolecular Chemistry""
Chişinău, Moldova, 8-9 octombrie 2015

Synthesis of 11-dihomodriman-8α-ol-12-one derivatives with azine and hydrazide fragments


Pag. 36-36

Aricu Aculina, Kuchkova Kaleria, Barba Alic, Gorincioi Elena, Dragalin Ion, Ungur Nikon, Vlad Pavel
 
Institute of Chemistry
 
Disponibil în IBN: 20 aprilie 2020


Rezumat

In the search of new biologically active compounds and in continuation of our work on the synthesis of nitrogen-containing drimane sesquiterpenoids [1-4], in the prezent report we describe the preparation of 11-dihomodriman-8-ol-12-one derivatives with azine (3) and hydrazide (4) fragments from norambreinolide (1), according to the scheme given below.shemeReagents and condtions: a)CH3Li, Et2O, 20°C, 15 min, 65%; b) N2H4 .H2O (98%), MeOH, , 10h, 80%; c) NH2NHCO(CH2)4CONHNH2, MeOH, , 20h, 25%. The azine (3) was obtained by interaction of hydroxyketone (2) with N2H4 .H2O (98%) in methanol. The reaction of compound (2) with adipic acid dihydrazide led to the formation of N,N’-di(8-hydroxy-11-dihomodrim-12-yliden)-adipic acid dihydrazide (4). The structures of compounds (3) and (4) were established on the basis of their IR, 1Hand 13C NMR data.