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; Andrea Martínez; Hugo Santalla; Fátima Garrido; Aliou Hamady Barry; Mohamed Gaye

doi:10.5155/eurjchem.8.3.248-251.1602

PDF CIF FILE

Published: Sep 30, 2017

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

Keywords:

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

Section

Research Article

Issue

Vol. 8 No. 3 (2017): September 2017

Dates

Received 2017-06-21
Accepted 2017-07-15
Published 2017-09-30

Modou Lo

Department of Chemistry, University Cheikh Anta Diop, Dakar, 10700, Senegal

Andrea Martínez

Dipartamento Química Orgínica, Facultade de Química, Universidade de Vigo, Vigo, 36310, Spain

Hugo Santalla

Dipartamento Química Orgínica, Facultade de Química, Universidade de Vigo, Vigo, 36310, Spain

Fátima Garrido

Dipartamento Química Orgínica, Facultade de Química, Universidade de Vigo, Vigo, 36310, Spain

Aliou Hamady Barry

Department of Chemistry, University of Nouakchott, Nouakchott, 130301, Mauritania

Mohamed Gaye

Department of Chemistry, University Cheikh Anta Diop, Dakar, 10700, Senegal

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.

This Abstract was viewed 1344 times |

Article PDF downloaded 697 times

Article CIF FILE downloaded 0 times

How to Cite

(1)

Lo, M.; Martínez, A.; Santalla, H.; Garrido, F.; Barry, A. H.; 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, 248-251.

Links for Article

Crossref - Scopus - Google - European PMC

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 Agencies

The University of Vigo (Spain) and the Sonatel Fondation

Most read articles by the same author(s)

Amadou Gueye, Farba Bouyagui Tamboura, Jean-Marc Planeix, Nathalie Gruber, Mohamed Gaye, Synthesis and spectroscopic study of transition metal complexes of tridentate ligand formed by direct condensation of o-vanillin and 2-aminophenol: X-ray structural characterization of the zinc(II) complex , European Journal of Chemistry: Vol. 9 No. 4 (2018): December 2018
Mamour Sarr, Mayoro Diop, Ibrahima Elhadj Thiam, Mohamed Gaye, Aliou Hamady Barry, Natalia Alvarez, Javier Ellena, Co-crystal structure of a dinuclear (Zn-Y) and a trinuclear (Zn-Y-Zn) complexes derived from a Schiff base ligand , European Journal of Chemistry: Vol. 9 No. 2 (2018): June 2018
Pokpa Haba, Adama Sy, Farba Bouyagui Tamboura, Mamour Sarr, Ibrahima Elhadji Thiam, Aliou Hamady Barry, Mohamed Lamine Sall, Mohamed Gaye, Pascal Retailleau, Synthesis, spectroscopic studies and X-ray structure determination of two mononuclear copper complexes derived from the Schiff base ligand N,N-dimethyl-N'-((5-methyl-1H-imidazol-4-yl)methylene)ethane-1,2-diamine , European Journal of Chemistry: Vol. 10 No. 3 (2019): September 2019
Mbosse Ndiaye Gueye, Moussa Dieng, Djiby Lo, Ibrahima Elhadji Thiam, Aliou Hamady Barry, Mohamed Gaye, Abdou Salam Sall, Pascal Retailleau, Synthesis, physical studies and crystal structure determination of Y(III) and Er(III) complexes of 1-(pyridin-2-yl)-2-(pyridine-2-ylmethylene)hydrazine , European Journal of Chemistry: Vol. 8 No. 2 (2017): June 2017
Thierno Moussa Seck, Fatou Dieng Faye, Aissatou Alioune Gaye, Ibrahima Elhadji Thiam, Ousmane Diouf, Mohamed Gaye, Pascal Retailleau, Synthesis of mono and bis-substituted asymmetrical compounds, (1-(pyridin-2-yl)ethylidene)carbonohydrazide and 1-(2'-hydroxybenzylidene)-5-(1'-pyridylethylidene)carbonohydrazone: Structural characterization and antioxidant activity study , European Journal of Chemistry: Vol. 11 No. 4 (2020): December 2020
Moussa Faye, Mouhamadou Moustapha Sow, Papa Aly Gaye, Moussa Dieng, Mohamed Gaye, Crystal structures of bis-{N-[1-(pyridin-2-yl-κN)ethylidene]nicotine hydrazide-κ2N’,O}cobalt(II)bis(perchlorate) dihydrate and bis-{N'-[1-(pyridin-2-yl-κN)ethylidene]nicotinohydrazide-κ2N',O}copper(II) perchlorate , European Journal of Chemistry: Vol. 12 No. 2 (2021): June 2021
Cheikh Ndoye, Gregory Excoffier, Gorgui Awa Seck, Ousmane Diouf, IbraIbrahima Elhadji Thiam, Mamadou Sidibe, Mohamed Gaye, Crystal structures of bis[1-(1-hydroxypropan-2-ylidene)thiosemicarbazide-κ3S,N,O)cobalt(III)-tetra(thiocyanato-κN) cobalt(II) methanol solvate, bis{1-(1-hydroxypropan-2-ylidene)thiosemicarbazide-κ3S,N,O}nickel(II) bis(thiocyanate) and (1-(1-hydroxypropan-2-ylidene)thiosemicarbazide-κ3S,N,O)bis(thiocyanato-κN)zinc(II) , European Journal of Chemistry: Vol. 13 No. 2 (2022): June 2022

TrendMD

Dimensions - Altmetric - scite_ - PlumX

Downloads and views

Downloads

Download data is not yet available.

Metrics

Metrics Loading ...

License Terms

License Terms

by-nc

Copyright © 2024 by Authors. This work is published and licensed by Atlanta Publishing House LLC, Atlanta, GA, USA. The full terms of this license are available at https://www.eurjchem.com/index.php/eurjchem/terms and incorporate the Creative Commons Attribution-Non Commercial (CC BY NC) (International, v4.0) License (http://creativecommons.org/licenses/by-nc/4.0). By accessing the work, you hereby accept the Terms. This is an open access article distributed under the terms and conditions of the CC BY NC License, which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited without any further permission from Atlanta Publishing House LLC (European Journal of Chemistry). No use, distribution, or reproduction is permitted which does not comply with these terms. Permissions for commercial use of this work beyond the scope of the License (https://www.eurjchem.com/index.php/eurjchem/terms) are administered by Atlanta Publishing House LLC (European Journal of Chemistry).

Article Sidebar

Main Article Content

Abstract

Article Details

Most read articles by the same author(s)

Downloads

Metrics