Synthesis of pyrrol-2-yl- and pyrazol-4-ylmethylidene derivatives of betulin and allobetulin

Verfasser / Beitragende:
[N. Babak, A. Semenenko, I. Gella, V. Musatov, S. Shishkina, N. Novikova, D. Sofronov, D. Morina, V. Lipson]
Ort, Verlag, Jahr:
2015
Enthalten in:
Russian Journal of Organic Chemistry, 51/5(2015-05-01), 715-726
Format:
Artikel (online)
ID: 605530637
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024 7 0 |a 10.1134/S1070428015050231  |2 doi 
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245 0 0 |a Synthesis of pyrrol-2-yl- and pyrazol-4-ylmethylidene derivatives of betulin and allobetulin  |h [Elektronische Daten]  |c [N. Babak, A. Semenenko, I. Gella, V. Musatov, S. Shishkina, N. Novikova, D. Sofronov, D. Morina, V. Lipson] 
520 3 |a Aldol-crotonic condensation of allobetulone and betulonic aldehyde with N-substituted pyrrole-2- and pyrazole-4-carbaldehydes afforded a series of new α,β-unsaturated ketones of lupane series. Their reduction provided 2-ylidene derivatives of allobetulin and betulin, potential chiral components of liquid crystal materials. Structures of 1-phenyl-3-(4-phenoxyphenyl)-1H-pyrazole-4-carbaldehyde, (E)-2-{[3-(4-methoxyphenyl)-1-phenyl-1H-pyrazol-4-yl]methylidene}allobetulone, (E)-2-{[3-(4-bromophenyl)-1-phenyl-1H-pyrazol-4-yl]methylidene}-3-oxolup-20(29)-ene-28-carbaldehyde, (E)-2-{[3-(4-bromo-phenyl)-1-phenyl-1H-pyrazol-4-yl]methylidene}allobetulin, and (E)-2-{[3-(4-bromophe-nyl)-1-phenyl-1H-pyrazol-4-yl]-methylidene}lup-20(29)-ene-3,28-diol were established by X-ray diffraction (XRD) study. 
540 |a Pleiades Publishing, Ltd., 2015 
700 1 |a Babak  |D N.  |u Institute of Single Crystals, National Academy of Sciences of Ukraine, pr. Lenina 60, 61001, Kharkiv, Ukraine  |4 aut 
700 1 |a Semenenko  |D A.  |u Institute of Single Crystals, National Academy of Sciences of Ukraine, pr. Lenina 60, 61001, Kharkiv, Ukraine  |4 aut 
700 1 |a Gella  |D I.  |u Institute of Single Crystals, National Academy of Sciences of Ukraine, pr. Lenina 60, 61001, Kharkiv, Ukraine  |4 aut 
700 1 |a Musatov  |D V.  |u Institute of Single Crystals, National Academy of Sciences of Ukraine, pr. Lenina 60, 61001, Kharkiv, Ukraine  |4 aut 
700 1 |a Shishkina  |D S.  |u Institute of Single Crystals, National Academy of Sciences of Ukraine, pr. Lenina 60, 61001, Kharkiv, Ukraine  |4 aut 
700 1 |a Novikova  |D N.  |u Institute of Single Crystals, National Academy of Sciences of Ukraine, pr. Lenina 60, 61001, Kharkiv, Ukraine  |4 aut 
700 1 |a Sofronov  |D D.  |u Institute of Single Crystals, National Academy of Sciences of Ukraine, pr. Lenina 60, 61001, Kharkiv, Ukraine  |4 aut 
700 1 |a Morina  |D D.  |u Karazin Kharkiv National University, Kharkiv, Ukraine  |4 aut 
700 1 |a Lipson  |D V.  |u Institute of Single Crystals, National Academy of Sciences of Ukraine, pr. Lenina 60, 61001, Kharkiv, Ukraine  |4 aut 
773 0 |t Russian Journal of Organic Chemistry  |d Pleiades Publishing  |g 51/5(2015-05-01), 715-726  |x 1070-4280  |q 51:5<715  |1 2015  |2 51  |o 11178 
856 4 0 |u https://doi.org/10.1134/S1070428015050231  |q text/html  |z Onlinezugriff via DOI 
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900 7 |a Metadata rights reserved  |b Springer special CC-BY-NC licence  |2 nationallicence 
908 |D 1  |a research-article  |2 jats 
949 |B NATIONALLICENCE  |F NATIONALLICENCE  |b NL-springer 
950 |B NATIONALLICENCE  |P 856  |E 40  |u https://doi.org/10.1134/S1070428015050231  |q text/html  |z Onlinezugriff via DOI 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Babak  |D N.  |u Institute of Single Crystals, National Academy of Sciences of Ukraine, pr. Lenina 60, 61001, Kharkiv, Ukraine  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Semenenko  |D A.  |u Institute of Single Crystals, National Academy of Sciences of Ukraine, pr. Lenina 60, 61001, Kharkiv, Ukraine  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Gella  |D I.  |u Institute of Single Crystals, National Academy of Sciences of Ukraine, pr. Lenina 60, 61001, Kharkiv, Ukraine  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Musatov  |D V.  |u Institute of Single Crystals, National Academy of Sciences of Ukraine, pr. Lenina 60, 61001, Kharkiv, Ukraine  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Shishkina  |D S.  |u Institute of Single Crystals, National Academy of Sciences of Ukraine, pr. Lenina 60, 61001, Kharkiv, Ukraine  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Novikova  |D N.  |u Institute of Single Crystals, National Academy of Sciences of Ukraine, pr. Lenina 60, 61001, Kharkiv, Ukraine  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Sofronov  |D D.  |u Institute of Single Crystals, National Academy of Sciences of Ukraine, pr. Lenina 60, 61001, Kharkiv, Ukraine  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Morina  |D D.  |u Karazin Kharkiv National University, Kharkiv, Ukraine  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Lipson  |D V.  |u Institute of Single Crystals, National Academy of Sciences of Ukraine, pr. Lenina 60, 61001, Kharkiv, Ukraine  |4 aut 
950 |B NATIONALLICENCE  |P 773  |E 0-  |t Russian Journal of Organic Chemistry  |d Pleiades Publishing  |g 51/5(2015-05-01), 715-726  |x 1070-4280  |q 51:5<715  |1 2015  |2 51  |o 11178