Methyl 2-[2-(benzyloxycarbonylamino)propan-2-yl]-5-hydroxy-1-methyl-6-oxo-1,6-dihydropyrimidine-4-carboxylate
نویسندگان
چکیده
The title pyrimidine derivative, C(18)H(21)N(3)O(6), was obtained by the reaction of methyl 2-[2-(benzyl-oxycarbon-yl)amino-propan-2-yl]-5-hy-droxy-6-oxo-1,6-dihydro-pyrimidine-4-carboxyl-ate with dimethyl sulfate in dimethyl sulfoxide. The mol-ecule 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 intra-molecular 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.
منابع مشابه
Methyl 2-(2-{[(benzyloxy)carbonyl]amino}propan-2-yl)-5-hydroxy-6-oxo-1,6-dihydropyrimidine-4-carboxylate
In the title compound, C(17)H(19)N(3)O(6), the dihedral angle between the two aromatic rings is 45.9 (1)°. The crystal structure is stabilized through inter-molecular N-H⋯O hydrogen bonds and intra-molecular O-H⋯O hydrogen bonds are also present.
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In the title compound, C(18)H(21)N(3)O(6), the dihedral angle between the two aromatic rings is 61.1 (1)°. The crystal structure is stabilized by inter-molecular O-H⋯O hydrogen bonds. An intra-molecular O-H⋯O hydrogen bonds is also present.
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In the title compound, C(12)H(17)N(3)O(2)S, the 4-methyl-2-methyl-sulfanyl-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile part of the mol-ecule is almost planar (r.m.s deviation = 0.062 Å). In the crystal, mol-ecules form centrosymmetric dimers via pairs of N-H⋯O hydrogen bonds.
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In the title compound, C(24)H(23)FN(2)O(3), the cyclo-hexene ring adopts a screw-boat conformation. The fluorobenzene ring attached to the cyclo-hexene ring and the phenyl ring attached to the indazole moiety are inclined to one another by 57.77 (13)°. In the crystal, mol-ecules are linked by O-H⋯N and C-H⋯O hydrogen bonds, forming chains with C(5) and C(10) graph-set motifs. There are also C-H...
متن کاملEthyl 5-(4-chlorophenyl)-2-[(Z)-(methoxycarbonyl)methylene]-7-methyl-3-oxo-3,5-dihydro-2H-thiazolo[3,2-a]pyrimidine-6-carboxylate
The title compound, C(19)H(17)ClN(2)O(5)S, was synthesized by the reaction of ethyl 6-(4-chloro-phen-yl)-2-mercapto-4-methyl-1,6-dihydro-pyrimidine-5-carboxyl-ate and dimethyl acetyl-ene-dicarboxyl-ate in methanol. In the mol-ecule, the nearly planar thia-zole ring, with a mean deviation from the plane of 0.0108 (3) Å, is fused with a dihydro-pyrimidine ring in a flattened half-chair conformation.
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عنوان ژورنال:
دوره 68 شماره
صفحات -
تاریخ انتشار 2012