Browse
Submit Data
Databases
API
Help

Dataset Information

7 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

2-(4-Methoxyphenoxy)-6-methyl-3-oxo-3,6-dihydro-2H-pyran-4-yl benzoate.

ABSTRACT: The title compound, C(20)H(18)O(6), has been synthesized from 4-methoxy-phenyl 3-O-benzo-yloxy-?-l-rhamnopyran-oside by oxidation on treatment with pyridinium dichromate in the presence of acetic anhydride. In the mol-ecule, the pyran ring adopts an envelope conformation with the O atom at the flap position. Weak inter-molecular C-H?O hydrogen bonding is present in the crystal structure.

SUBMITTER: Yan SQ

PROVIDER: S-EPMC2968613 | biostudies-other | 2009

REPOSITORIES: biostudies-other

ACCESS DATA

Json Xml

Publications

2-(4-Methoxyphenoxy)-6-methyl-3-oxo-3,6-dihydro-2H-pyran-4-yl benzoate.

Yan Shi-Qiang SQ Liang Xiao-Mei XM Zhang Jian-Jun JJ Wang Dao-Quan DQ

Acta crystallographica. Section E, Structure reports online 20090225 Pt 3

The title compound, C(20)H(18)O(6), has been synthesized from 4-methoxy-phenyl 3-O-benzo-yloxy-α-l-rhamnopyran-oside by oxidation on treatment with pyridinium dichromate in the presence of acetic anhydride. In the mol-ecule, the pyran ring adopts an envelope conformation with the O atom at the flap position. Weak inter-molecular C-H⋯O hydrogen bonding is present in the crystal structure. ...[more]

PMID: 21582241

Similar Datasets

4-Hy-droxy-3-[(4-hy-droxy-6-methyl-2-oxo-3,6-dihydro-2H-pyran-3-yl)(3-thien-yl)meth-yl]-6-methyl-3,6-dihydro-2H-pyran-2-one.

Project description:The asymmetric unit of the title compound, C(17)H(14)O(6)S, contains four crystallographically independent mol-ecules in which the pyran-one units are essentially planar, with maximum deviations of 0.016?(2), 0.019?(2), 0.025?(2), 0.014?(2), 0.020?(2), 0.010?(2), 0.003?(2) and 0.012?(2)?Å. One of the thio-phene rings is disordered over two positions, with an occupancy ratio of 0.739?(4):0.261?(4). The dihedral angles between the two pyran-one rings in the independent mol-ecules are 59.42?(8), 48.67?(8), 60.62?(9) and 51.60?(8)°. In the crystal, mol-ecules are linked through inter-molecular O-H?O and C-H?O hydrogen bonds, forming a three-dimensional network.

| S-EPMC3051638 | biostudies-literature

2-Oxo-2H-chromen-4-yl 4-methyl-benzoate.

Project description:The asymmetric unit of the title compound, C17H12O4, consists of two independent mol-ecules. The chromen-2-one ring and the 4-methyl-benzoate side chain are inclined to one another at a dihedral angle of 64.79?(10)° in one mol-ecule and 88.3?(1)° in the other. In the crystal, mol-ecules form R 2 (2)(8) centrosymmetric dimers via C-H?O hydrogen bonds. These dimers are stacked by C-H?O hydrogen bonds, resulting in R 2 (2)(18) and R 3 (2)(16) ring motifs. ?-? stacking inter-actions between two parallel chromen-2-one rings, with centroid-centroid distances of 3.743?(1) and 3.771?(1)?Å, are also present.

| S-EPMC3770361 | biostudies-literature

[(2R,3S,6S)-3-Acet-yloxy-6-(1-phenyl-1H-1,2,3-triazol-4-yl)-3,6-dihydro-2H-pyran-2-yl]methyl acetate.

Project description:In the title compound, C(18)H(19)N(3)O(5), the 3,6-dihydro-2H-pyran ring adopts a half-chair, distorted towards a half-boat, conformation with Q(T) = 0.5276(14)?Å. The benzene ring is twisted out of the place of the triazole ring [dihedral angle = 23.54?(8)°]. In the crystal, supra-molecular layers in the ac plane are formed through C-H?O and C-H??(triazole) inter-actions. These stack along the b axis being connected by C-H?N contacts.

| S-EPMC3201326 | biostudies-literature

2-Methyl-3-(2-methyl-phen-yl)-4-oxo-3,4-dihydro-quinazolin-8-yl benzoate.

Project description:In the title quinazolin-4-one derivative, C(23)H(18)N(2)O(3), both the benzoate [dihedral angle = 79.99?(6)°] and the 2-tolyl [89.02?(7)°] groups are close to orthogonal to the central fused ring system. Both aryl groups are orientated towards the quinazolin-4-one-bound methyl group. In the crystal, mol-ecules are connected into a three-dimensional architecture by C-H?O, C-H?N and C-H?? inter-actions.

| S-EPMC3295503 | biostudies-literature

Ethyl 2-(3-acetyl-6-methyl-2-oxo-2H-pyran-4-yl-oxy)acetate.

Project description:The title compound, C(12)H(14)O(6), features a roughly planar mol-ecule (r.m.s. deviation for all non-H atoms = 0.287?Å). In the crystal, the mol-ecules are held together by C-H?O hydrogen bonds.

| S-EPMC2979740 | biostudies-literature

Methyl 2-(3-oxo-3,4-dihydro-2H-1,4-benzothia-zin-4-yl)acetate.

Project description:In the crystal structure of the title compound, C(11)H(11)NO(3)S, the mol-ecules are linked by inter-molecular C-H⋯O hydrogen-bond inter-actions. The heterocyclic thia-zine ring adopts a conformation inter-mediate between twist and boat.

| S-EPMC3051955 | biostudies-literature

2-Oxo-2H-chromen-4-yl 4-meth-oxy-benzoate.

Project description:In the title mol-ecule, C17H12O5, the chromen-2-one ring and the 4-meth-oxy-benzoate side chain are inclined to one another at a dihedral angle of 69.82?(9)°. The crystal structure features parallel sheets of centrosymmetric R2(2)(6) dimers joined by a C(7) chain, resulting in centrosymetric tetra-mers of hydrogen-bonded mol-ecules with graph-set motif R4(4)(40). These centrosymetric tetra-mers are connected by a pair of hydrogen bonds described by an R2(2)(8) ring motif and a C(7) chain via C-H?O inter-actions. In the structure, there are also ?-? stacking inter-actions between chromene benzene and the six-membered heterocyclic rings [centroid-centroid distance = 3.691?(2)?Å] and weak C=O?? inter-actions [O?(ring centroid) distance = 3.357?(3)?Å].

| S-EPMC3589019 | biostudies-literature

2-Oxo-2H-chromen-4-yl 4-tert-butyl-benzoate.

Project description:In the title mol-ecule, C(20)H(18)O(4), the three methyl groups of the tert-butyl substituent show rotational disorder. Each methyl group is split over three positions, with refined site-occupation factors of 0.711?(4), 0.146?(3) and 0.144?(4). The benzene ring of the benzoate group is oriented at a dihedral angle of 60.70?(7)° with respect to the planar chromene ring [maximum deviation = 0.046?(2)?Å]. The crystal structure features centrosymmetric R(2) (2)(8) dimers formed via C-H?O inter-actions, and these dimeric aggregates are connected by C-H?? inter-actions.

| S-EPMC3275277 | biostudies-literature

2-Oxo-2H-chromen-7-yl 4-tert-butyl-benzoate.

Project description:In the title compound, C20H18O4, the benzoate ring is oriented at an acute angle of 33.10 (12)° with respect to the planar (r.m.s deviation = 0.016 Å) coumarin ring system. An intra-molecular C-H⋯O hydrogen bond closes an S(6) ring motif. In the crystal, C-H⋯O contacts generate infinite C(6) chains along the b-axis direction. Also present are π-π stacking inter-actions between neighbouring pyrone and benzene rings [centroid-centroid distance = 3.7034 (18) Å] and C=O⋯π inter-actions [O⋯centroid = 3.760 (3) Å]. The data obtained from quantum chemical calculations performed on the title compound are in good agreement with the observed structure, although the calculated C-O-C-C torsion angle between the coumarin ring system and the benzoate ring (129.1°) is somewhat lower than the observed value [141.3 (3)°]. Hirshfeld surface analysis has been used to confirm and qu-antify the supra-molecular inter-actions.

| S-EPMC5946982 | biostudies-literature

tert-Butyl 4-isopropyl-2-oxo-6-phenyl-3,4-dihydro-2H-pyran-3-carboxyl-ate.

Project description:In the title compound, C(19)H(24)O(4), the six-membered lactone ring adopts an envelope conformation with the tert-butoxy-carbonyl and isopropyl substituents in axial positions, and the phenyl group in an equatorial position. In the crystal structure, weak inter-molecular C-H?O hydrogen bonds link the mol-ecules into centrosymmetric dimers.

| S-EPMC2979271 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

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