Articolul precedent |
Articolul urmator |
653 6 |
Ultima descărcare din IBN: 2022-03-18 14:42 |
Căutarea după subiecte similare conform CZU |
547.597.3:54.057 (1) |
Chimie organică (475) |
Obținere. Preparare. Izolare. Purificare etc. (51) |
SM ISO690:2012 BLAJA, Svetlana, KUCHKOVA, Kaleria, LUNGU, Lidia, LOZOVAN, Vasile, ARICU, Aculina. Synthesis of hydrazide containing trinorlabdane derivatives. In: New frontiers in natural product chemistry.: A destiny on the altar of research. Dedicated to academician Pavel Vlad, Ed. 6, 21 mai 2021, Chișinău. Chișinău, Republica Moldova: Tipografia "Artpoligraf", 2021, Ediția 6, p. 22. ISBN 978-9975-3336-7-2. DOI: https://doi.org/10.19261/nfnpc.2021.ab15 |
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New frontiers in natural product chemistry. Ediția 6, 2021 |
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Conferința " New frontiers in natural product chemistry." 6, Chișinău, Moldova, 21 mai 2021 | |||||||
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DOI: https://doi.org/10.19261/nfnpc.2021.ab15 | |||||||
CZU: 547.597.3:54.057 | |||||||
Pag. 22-22 | |||||||
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The starting material for the synthesis of trinorlabdane compounds with hydrazide fragments was used hydroxyketone (2) which was obtained from commercially available sclareolide (1). Ketone (2) was coupled with 4-phenylthiosemicarbazide in ethanol, to afford compound (3) (Scheme) [1]. Subsequently, instead of obtaining the coordination compound with thiosemicarbazone (3) and Co(II) salt in the presence of hydrogen peroxide, a mixture of two hydrazides (4) and (5) was obtained. Reagents and conditions: a. CH3Li/Et2O, r.t., 15 min., 65%; b. NH2NHCSNHC6H5, EtOH, 6 h, 60°C, 76%; c. CoCl2·6H2O, MeOH, H2O2 30%, r.t., 5 min, (4) 10%, (5) 30%; d. N2H4·H2O, CH3OH, Δ, 10 h, 80%; e. N2H4·H2SO4, MeOH, Δ, 50 min, H2O2 30%, 10 min, 60%. Scheme For this reason, the ketone (2) was treated with N2H4·H2SO4 in methanol, but in this case, only hydrazide (5) was obtained. In another case, hydroxyketone (2) was treated with N2H4·H2O in methanol, giving azine (6) described in [2]. The structure of obtained compounds have been established using modern methods of analysis (ATR-FTIR, 1H, 13C and 15N NMR and GS-MS). The structure and stereochemistry of the compound (4) was confirmed by X-ray diffraction on monocrystal (Figure 1). |
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