Synthesis of some homodrimane sesquiterpenoids with dihydrazide fragment from norambreinolide
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2023-10-14 19:20
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547.91:577.1:582.975 (1)
Chimie organică (484)
Bazele materiale ale vieții. Biochimie. Biologie moleculară. Biofizică (664)
Botanică sistematică (855)
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ARICU, Aculina, KUCHKOVA, Kaleria, BLAJA, Svetlana, BARBA, Alic. Synthesis of some homodrimane sesquiterpenoids with dihydrazide fragment from norambreinolide. 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. 32. ISBN 978-9975-3336-7-2. DOI: https://doi.org/10.19261/nfnpc.2021.ab25
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New frontiers in natural product chemistry.
Ediția 6, 2021
Conferința " New frontiers in natural product chemistry."
6, Chișinău, Moldova, 21 mai 2021

Synthesis of some homodrimane sesquiterpenoids with dihydrazide fragment from norambreinolide

DOI:https://doi.org/10.19261/nfnpc.2021.ab25
CZU: 547.91:577.1:582.975

Pag. 32-32

Aricu Aculina, Kuchkova Kaleria, Blaja Svetlana, Barba Alic
 
Institute of Chemistry
 
Proiecte:
 
Disponibil în IBN: 28 mai 2021


Rezumat

In a search of new biologically active compounds, in the present communication we describe the synthesis of N-(Δ8-bicyclohomofarnesenoyl)-Nʹ-Δ(6,8-bicyclohomofarnesenoyl)hidrazine (4), N-(Δ8-bicyclohomofarnesenoyl)-Nʹ-benzoyl-hidrazine (6) and 2-phenyl-5-(Δ8bicyclohomofarnesenyl)-1,3,4-thiadiazole (7) from commercially available norambreinolide (1), according to the scheme: Reagents and conditions: a. P2S5, Et3N, T3P, EtOAc, Δ, 10 h; b. Vilsmeier reagent, Et3N, Lawessonʹs reagent, THF, 20°C, 20 h. Dihydrazide (4) was obtained by interaction of Δ8-bicyclohomofarnesoic acid hydrazide (2) with Δ6,8-bicyclohomofarnesoic acid (3). Reaction of hydrazide (2) with benzoic acid lead to dihydrazide (6) and 2-phenyl-5-(Δ8-bicyclohomofarnesenyl)-1,3,4-thiadiazole (7). The structures of the newly obtained compounds were established on the basis of their spectral date (IR, 1H- and 13C-NMR, mass-spectra).