The crystal structure of 14-oxo-13,14-seco-5α-cholest-13(18)-en-3β-yl acetate and the assignment of the configuration of its acetoxy derivatives
Kristalna struktura 14-okso-13,14-seko-5α-holest-13(18)-en-3β-il-acetata i određivanje konfiguracije njegovih acetoksi derivata
Abstract
The crystal structure of 14-oxo-13,14-seco-5α-cholest-13(18)-en-3β-yl acetate (2), obtained (in addition to the (E)-Δ12-isomer 3) by oxidative fragmentation of the C(13)-C(14) bond of 14α-hydroxy-5α-cholestan-3β-yl acetate (1), was determined by X-ray analysis. In addition, the configurations of the acetoxy derivatives 4-6, formed by the thermal lead tetraacetate oxidation of 1, were deduced from the relevant 1H-NMR parameters.
Kristalna struktura 14-okso-13,14-seko-5α-holest-13(18)-en-3β-il-acetata (2). koji se dobiva (pored (E)-Δ12-izomera 3) oksidativnom fragmentacijom C(13)-C(14) veze 14α-hidroksi-5α-holestan-3β-il-acetata (1) određena je analizom X-zraka. Pored toga, konfiguracije njegovih acetoksi derivata 4-6, koji se grade pri termičkoj olovo-tetraacetatnoj oksidaciji, izvedene su na osnovu odgovarajućih 1H-NMR parametara.
Keywords:
X-ray analysis / 14-oxo-13 14-seco-5α-cholest-13(18)-en-3β-yl acetate / acetoxy derivatives of / 1H-NMRSource:
Journal of the Serbian Chemical Society, 2000, 65, 8, 541-547Publisher:
- Serbian Chemical Society
Funding / projects:
- Project MESTD
Collections
Institution/Community
IHTMTY - JOUR AU - Bjelaković, Mira AU - Pavlović, Vladimir D. AU - Lorenc, Ljubinka AU - Tinant, Bernard AU - Declercq, Jean-Paul PY - 2000 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/16 AB - The crystal structure of 14-oxo-13,14-seco-5α-cholest-13(18)-en-3β-yl acetate (2), obtained (in addition to the (E)-Δ12-isomer 3) by oxidative fragmentation of the C(13)-C(14) bond of 14α-hydroxy-5α-cholestan-3β-yl acetate (1), was determined by X-ray analysis. In addition, the configurations of the acetoxy derivatives 4-6, formed by the thermal lead tetraacetate oxidation of 1, were deduced from the relevant 1H-NMR parameters. AB - Kristalna struktura 14-okso-13,14-seko-5α-holest-13(18)-en-3β-il-acetata (2). koji se dobiva (pored (E)-Δ12-izomera 3) oksidativnom fragmentacijom C(13)-C(14) veze 14α-hidroksi-5α-holestan-3β-il-acetata (1) određena je analizom X-zraka. Pored toga, konfiguracije njegovih acetoksi derivata 4-6, koji se grade pri termičkoj olovo-tetraacetatnoj oksidaciji, izvedene su na osnovu odgovarajućih 1H-NMR parametara. PB - Serbian Chemical Society T2 - Journal of the Serbian Chemical Society T1 - The crystal structure of 14-oxo-13,14-seco-5α-cholest-13(18)-en-3β-yl acetate and the assignment of the configuration of its acetoxy derivatives T1 - Kristalna struktura 14-okso-13,14-seko-5α-holest-13(18)-en-3β-il-acetata i određivanje konfiguracije njegovih acetoksi derivata VL - 65 IS - 8 SP - 541 EP - 547 UR - https://hdl.handle.net/21.15107/rcub_cer_16 ER -
@article{ author = "Bjelaković, Mira and Pavlović, Vladimir D. and Lorenc, Ljubinka and Tinant, Bernard and Declercq, Jean-Paul", year = "2000", abstract = "The crystal structure of 14-oxo-13,14-seco-5α-cholest-13(18)-en-3β-yl acetate (2), obtained (in addition to the (E)-Δ12-isomer 3) by oxidative fragmentation of the C(13)-C(14) bond of 14α-hydroxy-5α-cholestan-3β-yl acetate (1), was determined by X-ray analysis. In addition, the configurations of the acetoxy derivatives 4-6, formed by the thermal lead tetraacetate oxidation of 1, were deduced from the relevant 1H-NMR parameters., Kristalna struktura 14-okso-13,14-seko-5α-holest-13(18)-en-3β-il-acetata (2). koji se dobiva (pored (E)-Δ12-izomera 3) oksidativnom fragmentacijom C(13)-C(14) veze 14α-hidroksi-5α-holestan-3β-il-acetata (1) određena je analizom X-zraka. Pored toga, konfiguracije njegovih acetoksi derivata 4-6, koji se grade pri termičkoj olovo-tetraacetatnoj oksidaciji, izvedene su na osnovu odgovarajućih 1H-NMR parametara.", publisher = "Serbian Chemical Society", journal = "Journal of the Serbian Chemical Society", title = "The crystal structure of 14-oxo-13,14-seco-5α-cholest-13(18)-en-3β-yl acetate and the assignment of the configuration of its acetoxy derivatives, Kristalna struktura 14-okso-13,14-seko-5α-holest-13(18)-en-3β-il-acetata i određivanje konfiguracije njegovih acetoksi derivata", volume = "65", number = "8", pages = "541-547", url = "https://hdl.handle.net/21.15107/rcub_cer_16" }
Bjelaković, M., Pavlović, V. D., Lorenc, L., Tinant, B.,& Declercq, J.. (2000). The crystal structure of 14-oxo-13,14-seco-5α-cholest-13(18)-en-3β-yl acetate and the assignment of the configuration of its acetoxy derivatives. in Journal of the Serbian Chemical Society Serbian Chemical Society., 65(8), 541-547. https://hdl.handle.net/21.15107/rcub_cer_16
Bjelaković M, Pavlović VD, Lorenc L, Tinant B, Declercq J. The crystal structure of 14-oxo-13,14-seco-5α-cholest-13(18)-en-3β-yl acetate and the assignment of the configuration of its acetoxy derivatives. in Journal of the Serbian Chemical Society. 2000;65(8):541-547. https://hdl.handle.net/21.15107/rcub_cer_16 .
Bjelaković, Mira, Pavlović, Vladimir D., Lorenc, Ljubinka, Tinant, Bernard, Declercq, Jean-Paul, "The crystal structure of 14-oxo-13,14-seco-5α-cholest-13(18)-en-3β-yl acetate and the assignment of the configuration of its acetoxy derivatives" in Journal of the Serbian Chemical Society, 65, no. 8 (2000):541-547, https://hdl.handle.net/21.15107/rcub_cer_16 .