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 SM ISO690:2012ARICU, Aculina, KUCHKOVA, Kaleria, BARBA, Alic, GORINCIOI, Elena, DRAGALIN, Ion, UNGUR, Nikon, VLAD, Pavel. Synthesis of Δ8,9- bicyclohomofarnezenic acid hydrazide from norambreinolide. In: Physical Methods in Coordination and Supramolecular Chemistry, 8-9 octombrie 2015, Chişinău. Chisinau, Republic of Moldova: 2015, XVIII, p. 35. |
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| Physical Methods in Coordination and Supramolecular Chemistry XVIII, 2015 |
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Conferința ""Physical Methods in Coordination and Supramolecular Chemistry"" Chişinău, Moldova, 8-9 octombrie 2015 | ||||||
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Many drimane sesquiterpenoids exhibit varous types of biological activity [1]. In continuation of our investigation on the synthesis of nitrogen-containing drimane and homodrimane sesquiterpenoids [2-4], we herein describe the synthesis of 8,9bicyclohomofarnezenic acid hydrazide (9) from commercially available norambreinolide (1), according to the scheme:shcemeReagents and condtions: a) LiAlH4, Et2 2O, Py, 20°C, 2h, 99%; c) MeSO3SiMe3, CH3CN, 20°C, 5h, 85%; d) KOH, MeOH, 20°C, 2h, 99%; e) DMSO, P2O5, CH2Cl2, 0°C, 10 min, 20°C, 45 min ; Et3N, 0°C, 10 min, 20°C, 45 min, 95 %; f) NaClO2, NaH2PO4 .2H2O, 2-Me-2-butene, t-BuOH, 20°C, 2 h, 94 %; g) Jones reagent, (CH3)2CO, 0°C, 48 h, 42 %; h) (COCl)2, C6H6 2H4 .H2O (98%), CH2Cl2 65%. The structures of the newly obtained compounds were establiched on the basis of their spectral data (IR, 1H- and 13C NMR). The hydrazide (9) was synthesized in order to test its biological activity. |
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