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Methyl 2-[2-(benzyl­oxycarbon­ylamino)­propan-2-yl]-5-hy­droxy-1-methyl-6-oxo-1,6-dihydro­pyrimidine-4-carboxyl­ate

The title pyrimidine derivative, C(18)H(21)N(3)O(6), was obtained by the reaction of methyl 2-[2-(benzyl­oxycarbon­yl)amino­propan-2-yl]-5-hy­droxy-6-oxo-1,6-dihydro­pyrimidine-4-carboxyl­ate with dimethyl sulfate in dimethyl sulfoxide. The mol­ecule has a V-shaped structure, the phenyl and the pyri...

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Detalles Bibliográficos
Autores principales: Shang, Zhenhua, Tao, Xiao, Ha, Jing, Yu, Fuda
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3515268/
https://www.ncbi.nlm.nih.gov/pubmed/23284488
http://dx.doi.org/10.1107/S160053681204233X
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author Shang, Zhenhua
Tao, Xiao
Ha, Jing
Yu, Fuda
author_facet Shang, Zhenhua
Tao, Xiao
Ha, Jing
Yu, Fuda
author_sort Shang, Zhenhua
collection PubMed
description The title pyrimidine derivative, C(18)H(21)N(3)O(6), was obtained by the reaction of methyl 2-[2-(benzyl­oxycarbon­yl)amino­propan-2-yl]-5-hy­droxy-6-oxo-1,6-dihydro­pyrimidine-4-carboxyl­ate with dimethyl sulfate in dimethyl sulfoxide. The mol­ecule has a V-shaped structure, the phenyl and the pyrimidine rings making a dihedral angle of 43.1 (1)°. The methyl group substituting the pyrimidine ring deviates slightly from the ring mean-plane [C—N—C—C torsion angle = 5.49 (15)°], and the methyl ester substituent has a conformation suitable for the formation of an intra­molecular O—H⋯O hydrogen bond with the hydroxyl functionality. In the crystal, molecules are linked into chains along the b axis by N—H⋯O hydrogen bonds.
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spelling pubmed-35152682013-01-02 Methyl 2-[2-(benzyl­oxycarbon­ylamino)­propan-2-yl]-5-hy­droxy-1-methyl-6-oxo-1,6-dihydro­pyrimidine-4-carboxyl­ate Shang, Zhenhua Tao, Xiao Ha, Jing Yu, Fuda Acta Crystallogr Sect E Struct Rep Online Organic Papers The title pyrimidine derivative, C(18)H(21)N(3)O(6), was obtained by the reaction of methyl 2-[2-(benzyl­oxycarbon­yl)amino­propan-2-yl]-5-hy­droxy-6-oxo-1,6-dihydro­pyrimidine-4-carboxyl­ate with dimethyl sulfate in dimethyl sulfoxide. The mol­ecule has a V-shaped structure, the phenyl and the pyrimidine rings making a dihedral angle of 43.1 (1)°. The methyl group substituting the pyrimidine ring deviates slightly from the ring mean-plane [C—N—C—C torsion angle = 5.49 (15)°], and the methyl ester substituent has a conformation suitable for the formation of an intra­molecular O—H⋯O hydrogen bond with the hydroxyl functionality. In the crystal, molecules are linked into chains along the b axis by N—H⋯O hydrogen bonds. International Union of Crystallography 2012-10-20 /pmc/articles/PMC3515268/ /pubmed/23284488 http://dx.doi.org/10.1107/S160053681204233X Text en © Shang et al. 2012 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
Shang, Zhenhua
Tao, Xiao
Ha, Jing
Yu, Fuda
Methyl 2-[2-(benzyl­oxycarbon­ylamino)­propan-2-yl]-5-hy­droxy-1-methyl-6-oxo-1,6-dihydro­pyrimidine-4-carboxyl­ate
title Methyl 2-[2-(benzyl­oxycarbon­ylamino)­propan-2-yl]-5-hy­droxy-1-methyl-6-oxo-1,6-dihydro­pyrimidine-4-carboxyl­ate
title_full Methyl 2-[2-(benzyl­oxycarbon­ylamino)­propan-2-yl]-5-hy­droxy-1-methyl-6-oxo-1,6-dihydro­pyrimidine-4-carboxyl­ate
title_fullStr Methyl 2-[2-(benzyl­oxycarbon­ylamino)­propan-2-yl]-5-hy­droxy-1-methyl-6-oxo-1,6-dihydro­pyrimidine-4-carboxyl­ate
title_full_unstemmed Methyl 2-[2-(benzyl­oxycarbon­ylamino)­propan-2-yl]-5-hy­droxy-1-methyl-6-oxo-1,6-dihydro­pyrimidine-4-carboxyl­ate
title_short Methyl 2-[2-(benzyl­oxycarbon­ylamino)­propan-2-yl]-5-hy­droxy-1-methyl-6-oxo-1,6-dihydro­pyrimidine-4-carboxyl­ate
title_sort methyl 2-[2-(benzyl­oxycarbon­ylamino)­propan-2-yl]-5-hy­droxy-1-methyl-6-oxo-1,6-dihydro­pyrimidine-4-carboxyl­ate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3515268/
https://www.ncbi.nlm.nih.gov/pubmed/23284488
http://dx.doi.org/10.1107/S160053681204233X
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