European Journal of Chemistry 2017, 8(3), 248-251 | doi: https://doi.org/10.5155/eurjchem.8.3.248-251.1602 | Get rights and content






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Synthesis and X-ray crystallography of (1R,3aR,7aR)-1-((S)-1-((2R,5S)-5-(3-hydroxypentan-3-yl)tetrahydrofuran-2-yl)ethyl)-7a-methyloctahydro-4H-inden-4-one


Modou Lo (1) , Andrea Martínez (2) , Hugo Santalla (3) , Fátima Garrido (4) , Aliou Hamady Barry (5) , Mohamed Gaye (6,*)

(1) Department of Chemistry, University Cheikh Anta Diop, Dakar, 10700, Senegal
(2) Dipartamento Química Orgínica, Facultade de Química, Universidade de Vigo, Vigo, 36310, Spain
(3) Dipartamento Química Orgínica, Facultade de Química, Universidade de Vigo, Vigo, 36310, Spain
(4) Dipartamento Química Orgínica, Facultade de Química, Universidade de Vigo, Vigo, 36310, Spain
(5) Department of Chemistry, University of Nouakchott, Nouakchott, 130301, Mauritania
(6) Department of Chemistry, University Cheikh Anta Diop, Dakar, 10700, Senegal
(*) Corresponding Author

Received: 21 Jun 2017 | Revised: 12 Jul 2017 | Accepted: 15 Jul 2017 | Published: 30 Sep 2017 | Issue Date: September 2017

Abstract


The crystal of the title compound, C21H36O3 contains an oxolane ring, and six defined stereocenters which are unambigously established by the crystallography study. A three dimensional supramolecular architecture is ensured by hydrogen bonds from the hydroxy group which is both engaged in inter (O-H···O2) and intramolecular C-H···O-H) hydrogen bonds. Weak C-H···O=C hydrogen bonds are involved also into the consolidation of the network.


Keywords


Calcitriol; Vitamin D; Crystal structure; NMR spectroscopy; Pyridinium dichromate; Heterocycle compounds

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DOI: 10.5155/eurjchem.8.3.248-251.1602

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Funding information


The University of Vigo (Spain) and the Sonatel Fondation

References

[1]. Fernandez, C.; Santalla, H.; Garrido, F.; Gomez, G.; Fall, Y. Tetrahedron Lett. 2016, 57, 2790-2792.
https://doi.org/10.1016/j.tetlet.2016.05.045

[2]. Gandara, Z.; Perez, M.; Perez-Garcia, X.; Gomez, G.; Fall, Y. Tetrahedron Lett. 2009, 50, 4874-4877.
https://doi.org/10.1016/j.tetlet.2009.06.049

[3]. Gandara, Z.; Perez, M.; Salomon, D. G.; Ferronato, M. J.; Fermento, M. E.; Curino, A. C.; Facchinetti, M. M.; Gomez, G.; Fall, Y. Bioorg. Med. Chem. Lett. 2012, 22, 6276-6279.
https://doi.org/10.1016/j.bmcl.2012.07.095

[4]. Maehr, H.; Uskokovic, M. R.; Reddy, G. S.; Adorini, L. J. Steroid Biochem. Mol. Biol. 2004, 89-90, 35-38.
https://doi.org/10.1016/j.jsbmb.2004.03.047

[5]. Martinez, A.; Gandara, Z.; Gonzalez, M.; Gomez, G.; Fall, Y. Tetrahedron Lett. 2013, 54, 3514-3517.
https://doi.org/10.1016/j.tetlet.2013.04.098

[6]. Bruker, 2016, APEX3 (Version 2016-1-0), SADABS (Version 2014/5), SAINT (Version 8.35A). Bruker AXS Inc., Madison, Wisconsin.

[7]. Sheldrick, G. M. Acta Cryst. A 2015, 71, 3-8.
https://doi.org/10.1107/S2053273314026370

[8]. Sheldrick, G. M. Acta Cryst. C 2015, 71, 3-8.
https://doi.org/10.1107/S2053229614024218

[9]. Spek, A. L. J. Appl. Cryst. 2003, 36, 7‐13.
https://doi.org/10.1107/S0021889802022112

[10]. Martinez, A.; Santalla, H.; Garrido, F.; Barry, A. H.; Gaye, M.; Fall, Y. Acta Cryst. E 2017, 73, 115-117.
https://doi.org/10.1107/S205322961700105X

Supporting information


The Supplementary Material for this article can be found online at: Supplementary files

How to cite


Lo, M.; Martínez, A.; Santalla, H.; Garrido, F.; Barry, A.; Gaye, M. Eur. J. Chem. 2017, 8(3), 248-251. doi:10.5155/eurjchem.8.3.248-251.1602
Lo, M.; Martínez, A.; Santalla, H.; Garrido, F.; Barry, A.; Gaye, M. Synthesis and X-ray crystallography of (1R,3aR,7aR)-1-((S)-1-((2R,5S)-5-(3-hydroxypentan-3-yl)tetrahydrofuran-2-yl)ethyl)-7a-methyloctahydro-4H-inden-4-one. Eur. J. Chem. 2017, 8(3), 248-251. doi:10.5155/eurjchem.8.3.248-251.1602
Lo, M., Martínez, A., Santalla, H., Garrido, F., Barry, A., & Gaye, M. (2017). Synthesis and X-ray crystallography of (1R,3aR,7aR)-1-((S)-1-((2R,5S)-5-(3-hydroxypentan-3-yl)tetrahydrofuran-2-yl)ethyl)-7a-methyloctahydro-4H-inden-4-one. European Journal of Chemistry, 8(3), 248-251. doi:10.5155/eurjchem.8.3.248-251.1602
Lo, Modou, Andrea Martínez, Hugo Santalla, Fátima Garrido, Aliou Hamady Barry, & Mohamed Gaye. "Synthesis and X-ray crystallography of (1R,3aR,7aR)-1-((S)-1-((2R,5S)-5-(3-hydroxypentan-3-yl)tetrahydrofuran-2-yl)ethyl)-7a-methyloctahydro-4H-inden-4-one." European Journal of Chemistry [Online], 8.3 (2017): 248-251. Web. 13 Aug. 2020
Lo, Modou, Martínez, Andrea, Santalla, Hugo, Garrido, Fátima, Barry, Aliou, AND Gaye, Mohamed. "Synthesis and X-ray crystallography of (1R,3aR,7aR)-1-((S)-1-((2R,5S)-5-(3-hydroxypentan-3-yl)tetrahydrofuran-2-yl)ethyl)-7a-methyloctahydro-4H-inden-4-one" European Journal of Chemistry [Online], Volume 8 Number 3 (30 September 2017)

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DOI Link: https://doi.org/10.5155/eurjchem.8.3.248-251.1602

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