N-[(2S)-4-Chloro-2-(l-menthyloxy)-5-oxo-2,5-dihydro-3-furyl]-l-alanine

The title compound, C(17)H(26)ClNO(5), was prepared via a tandem asymmetric Michael addition–elimination reaction of (5S)-3,4-dichloro-5-(l-menth­yloxy)furan-2(5H)-­one and l-alanine in the presence of potassium hydroxide. The five-membered furan­one ring is approximately planar while the six-member...

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Detalles Bibliográficos
Autores principales: Li, Zhao-yang, Song, Xiu-mei, Wang, Zhao-yang, Yang, Kai
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977713/
https://www.ncbi.nlm.nih.gov/pubmed/21583849
http://dx.doi.org/10.1107/S1600536809012720
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author Li, Zhao-yang
Song, Xiu-mei
Wang, Zhao-yang
Yang, Kai
author_facet Li, Zhao-yang
Song, Xiu-mei
Wang, Zhao-yang
Yang, Kai
author_sort Li, Zhao-yang
collection PubMed
description The title compound, C(17)H(26)ClNO(5), was prepared via a tandem asymmetric Michael addition–elimination reaction of (5S)-3,4-dichloro-5-(l-menth­yloxy)furan-2(5H)-­one and l-alanine in the presence of potassium hydroxide. The five-membered furan­one ring is approximately planar while the six-membered menth­yloxy ring adopts a chair conformation. The crystal packing is stabilized by inter­molecular O—H⋯O and N—H⋯O hydrogen bonds.
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spelling pubmed-29777132010-12-30 N-[(2S)-4-Chloro-2-(l-menthyloxy)-5-oxo-2,5-dihydro-3-furyl]-l-alanine Li, Zhao-yang Song, Xiu-mei Wang, Zhao-yang Yang, Kai Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(17)H(26)ClNO(5), was prepared via a tandem asymmetric Michael addition–elimination reaction of (5S)-3,4-dichloro-5-(l-menth­yloxy)furan-2(5H)-­one and l-alanine in the presence of potassium hydroxide. The five-membered furan­one ring is approximately planar while the six-membered menth­yloxy ring adopts a chair conformation. The crystal packing is stabilized by inter­molecular O—H⋯O and N—H⋯O hydrogen bonds. International Union of Crystallography 2009-04-10 /pmc/articles/PMC2977713/ /pubmed/21583849 http://dx.doi.org/10.1107/S1600536809012720 Text en © Li et al. 2009 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Li, Zhao-yang
Song, Xiu-mei
Wang, Zhao-yang
Yang, Kai
N-[(2S)-4-Chloro-2-(l-menthyloxy)-5-oxo-2,5-dihydro-3-furyl]-l-alanine
title N-[(2S)-4-Chloro-2-(l-menthyloxy)-5-oxo-2,5-dihydro-3-furyl]-l-alanine
title_full N-[(2S)-4-Chloro-2-(l-menthyloxy)-5-oxo-2,5-dihydro-3-furyl]-l-alanine
title_fullStr N-[(2S)-4-Chloro-2-(l-menthyloxy)-5-oxo-2,5-dihydro-3-furyl]-l-alanine
title_full_unstemmed N-[(2S)-4-Chloro-2-(l-menthyloxy)-5-oxo-2,5-dihydro-3-furyl]-l-alanine
title_short N-[(2S)-4-Chloro-2-(l-menthyloxy)-5-oxo-2,5-dihydro-3-furyl]-l-alanine
title_sort n-[(2s)-4-chloro-2-(l-menthyloxy)-5-oxo-2,5-dihydro-3-furyl]-l-alanine
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977713/
https://www.ncbi.nlm.nih.gov/pubmed/21583849
http://dx.doi.org/10.1107/S1600536809012720
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