Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

[(2R,3S,5R)-3-Acet-oxy-5-(5-formyl-2,4-dioxo-1,2,3,4-tetra-hydro-pyrimidin-1-yl)-2,3,4,5-tetra-hydro-furan-2-yl]methyl acetate.

ABSTRACT: In the two independent but very similar mol-ecules (A and B) of the title compound, C(14)H(16)N(2)O(8), both six-membered pyrimidine rings are nearly planar [maximum deviations = 0.010?(3)?Å in A and 0.028?(3)?Å in B]. The five-membered furan-ose ring in mol-ecule A adopts an envelope conformation, while the same ring in mol-ecule B has a twisted conformation. In the crystal, the A mol-ecules are linked via a pair of inter-molecular N-H?O hydrogen bonds, forming dimers. Each A mol-ecule is further linked to a B mol-ecule via a second N-H?O hydrogen bond. There are also a number of C-H?·O inter-actions present, leading to the formation of a three-dimensional network.

SUBMITTER: Jia XF

PROVIDER: S-EPMC3247360 | biostudies-literature | 2011 Nov

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

[(2R,3S,5R)-3-Acet-oxy-5-(5-formyl-2,4-dioxo-1,2,3,4-tetra-hydro-pyrimidin-1-yl)-2,3,4,5-tetra-hydro-furan-2-yl]methyl acetate.

Jia Xue-Fei XF Liu Nan N Fang Liang-Liang LL Zhang Xin-Ying XY

Acta crystallographica. Section E, Structure reports online 20111012 Pt 11

In the two independent but very similar mol-ecules (A and B) of the title compound, C(14)H(16)N(2)O(8), both six-membered pyrimidine rings are nearly planar [maximum deviations = 0.010 (3) Å in A and 0.028 (3) Å in B]. The five-membered furan-ose ring in mol-ecule A adopts an envelope conformation, while the same ring in mol-ecule B has a twisted conformation. In the crystal, the A mol-ecules are linked via a pair of inter-molecular N-H⋯O hydrogen bonds, forming dimers. Each A mol-ecule is furth ...[more]

PMID: 22219978

Similar Datasets

rac-(2R,3S)-2-Phenyl-3-(3-phenyl-1,2,3,4-tetra-hydro-quinoxalin-2-yl)quinoxaline.

Project description:The title compound, C(28)H(22)N(4), is the unexpected by-product of the reaction of 2-hydroxy-acetophenone and 1,2-diamino-benzene under iodine catalysis, during which a carbon-carbon σ-bond between two quinoxaline units was formed. Although a fully oxidized title compound should sterically be possible, only one quinoxaline ring is fully oxidized while the second ring remains in the reduced form. As expected, the tetra-hydro-quinoxaline unit is not planar; it adopts a sofa conformation, whereby the atom joining the two heterocyclic systems lies out of the plane of the other atoms. The quinoxaline ring system makes a dihedral angle of 53.61 (4)° with its phenyl ring substituent. The crystal packing is determined by pairs of N-H⋯N, N-H⋯π and weak C-H⋯N hydrogen bonds, forming a chain parallel to the a axis.

| S-EPMC2961777 | biostudies-literature

2-({3-[(2R,4S,5R)-4-Hydr-oxy-5-hydroxy-methyl-2,3,4,5-tetra-hydro-furan-2-yl]-5-methyl-2,6-dioxo-1,2,3,6-tetra-hydro-pyrimidin-1-yl}meth-yl)isoindoline-1,3-dione.

Project description:The title compound, C(19)H(19)N(3)O(7), is a thymidine derivative and serves as an inter-mediate in the synthesis of a (99m)Tc radiolabeled nucleoside analog. Inter-molecular O-H?O hydrogen bonding is observed between the hydr-oxy functionalities of the ribose unit themselves as well as between a hydr-oxy group and an O atom of the phthalimide group of an adjacent mol-ecule. The mol-ecules are stacked on top of each other in the direction of the a axis. The crystal packing is further stabilized by weak intra- and inter-molecular C-H?O hydrogen bonds. The absolute configuration of the compound is known from the synthesis.

| S-EPMC2968204 | biostudies-other

2,4-Dioxo-1-(prop-2-yn-yl)-1,2,3,4-tetra-hydro-pyrimidine-5-carbaldehyde.

Project description:In the crystal structure of the title compound, C(8)H(6)N(2)O(3), the mol-ecules are linked by a pairs of inter-molecular N-H⋯O hydrogen bonds, forming inversion dimers. The aldehyde group is in the same plane as the pyrimidine ring [with a maximum deviation of 0.083 (2) Å for the O atom), and the linear propargyl group [C-C-C = 178.99 (19)°] makes a dihedral angle of 74.36 (13)° with the ring.

| S-EPMC3200754 | biostudies-literature

4,4'-[(2R*,3R*,4R*,5R*)-3,4-Dimethyl-tetra-hydro-furan-2,5-di-yl]diphenol.

Project description:The title mol-ecule, C(18)H(20)O(3), is a furan-oid lignan extracted from the leaves of Larrea tridentata. The relative absolute configuration for the four chiral centers was established, showing that this compound is 4-epi-larreatricin, which has been previously reported in the literature. The mol-ecule displays noncrystallographic C(2) symmetry, with the methyl and phenol substituents alternating above and below the mean plane of the furan ring. The conformation of this ring is described by the pseudorotation phase angle P = 171.3° and the maximum out-of-plane pucker ?(m) = 37.7°. These parameters indicate that the furan ring adopts the same conformation as the ribose residues in B-DNA. The packing is dominated by inter-molecular O-H?O hydrogen bonds. The phenol hy-droxy groups form chains in the [110] direction and these chains inter-act via O-H?O(furan) contacts.

| S-EPMC3470375 | biostudies-literature

(2R,3S,4R,5R)-5-(4-Amino-5-iodo-7H-pyrrolo-[2,3-d]pyrimidin-7-yl)-4-fluoro-2-(hy-droxy-meth-yl)tetra-hydro-furan-3-ol.

Project description:The title compound, C11H12FIN4O3, is composed of a 7-carbapurine moiety connected via an N atom to 2-de-oxy-2-fluoro-β-d-ribose. The conformation about the N-glycosydic bond is -anti with χ = -129.0 (11)°. The glycosydic N-C bond length is 1.435 (14) Å. The sugar ring adopts an Nconformation with an unsymmetrical twist O-endo-C-exo ((o)T4). The conformation around the C-C bond is +sc, with a torsion angle of 53.0 (12)°. In the crystal, mol-ecules are linked by N-H⋯O hydrogen bonds, forming chains propagating along the a axis. These chains are linked via O-H⋯I and C-H⋯O hydrogen bonds, forming layers lying parallel to the c axis.

| S-EPMC3998288 | biostudies-literature

[(1R,3S)-6,7-Dimeth-oxy-1-phenyl-1,2,3,4-tetra-hydro-isoquinolin-3-yl]methanol 2.33-hydrate.

Project description:The title compound, C(18)H(21)NO(3)·2.33H(2)O, is the fourth reported member in a series of (1R,3S)-6,7-dimeth-oxy-1-phenyl-1,2,3,4-tetra-hydro-isoquinoline derivatives used in catalysis as ligands (or their precursors). The N-heterocycle in the structure adopts a half-chair conformation. The dihedral angle between the benzene rings is 77.29 (13)°. There are three ill-resolved water molecules of crystallization in the structure (one of them rotationally disordered about a threefold axis) involved in short contacts probably due to hydrogen bonding.

| S-EPMC3052049 | biostudies-literature

Ethyl {4-[(1,5-dimethyl-2,4-dioxo-2,3,4,5-tetra-hydro-1H-1,5-benzo-diazepin-3-yl)meth-yl]-1,2,3-triazol-1-yl}acetate.

Project description:In the title compound, C(18)H(21)N(5)O(4), the diazepine ring adopts a boat conformation with the triazolylmethyl-bearing C atom as the prow and the C atoms at the ring junction as the stern.

| S-EPMC3009227 | biostudies-literature

{(1R,3S)-2-Benzyl-6,7-dimeth-oxy-1-phenyl-1,2,3,4-tetra-hydro-isoquinolin-3-yl}diphenyl-methanol.

Project description:In the title compound, C(37)H(35)NO(3), a precursor to novel chiral catalysts, the N-containing six-membered ring assumes a half-chair conformation. Inter-molecular C-H?O hydrogen bonds link the mol-ecules in the crystal structure.

| S-EPMC2983732 | biostudies-literature

4-[(1,5-Dibenzyl-2,4-dioxo-2,3,4,5-tetra-hydro-1H-1,5-benzodiazepin-3-yl)meth-yl]-1-n-octyl-1H-1,2,3-triazole.

Project description:The reaction of 1,5-dibenzyl-3-propargyl-1,5-benzodiazepine-2,4-dione with 1-azido-n-octane in the presence of catalysts leads to the formation of the title compound, C(34)H(39)N(5)O(2), which features a phenyl-ene ring fused with a seven-membered diazepinyl ring. The latter ring adopts a boat conformation with the octyltriazolylmethyl-bearing C atom as the prow and the fused-ring C atoms as the stern. The octyltriazolylmethyl substituent occupies an axial position.

| S-EPMC2980118 | biostudies-literature

(3S)-2-Benzyl-3-carb-oxy-1,2,3,4-tetra-hydro-isoquinolinium chloride monohydrate.

Project description:In the title compound, C(17)H(18)NO(2) (+)·Cl(-)·H(2)O, a precursor to novel asymmetric catalysts, the N-containing six-membered ring of the tetra-hydro-quinolinium unit assumes a half-boat conformation. In the crystal, inter-molecular O-H?O, O-H?Cl, N-H?Cl and C-H?O hydrogen bonds and C-H?? inter-actions link the mol-ecules into a three-dimensional network.

| S-EPMC3050278 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

Tweets

OmicsDI Databases

PRIDE
PeptideAtlas
MassIVE
JPOST Repository
Physiome Model Repository

EGA
EVA
ENA
LINCS
PAXDB
Cell Collective

MetaboLights
Metabolomics Workbench
MetabolomeExpress
GNPS
BioModels
FAIRDOMHub

ArrayExpress
dbGaP
ExpressionAtlas
GEO
NODE

Information

Databases
Help
API
Contact us
Code on GitHub
Terms of use
Submit Data