Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Rac-syn-Diethyl 2-hy-droxy-4-oxo-1-phenyl-cyclo-hexane-1,2-dicarboxyl-ate.

ABSTRACT: The title compound, C(18)H(22)O(6), was obtained by the domino oxa-Michael-aldol (DOMA) reaction and has the cyclo-hexa-none ring in a chair conformation with intra-annular torsion angles in the range 49.9?(2)-58.9?(2)°. The two eth-oxy-carbonyl substituents on the cyclo-hexa-none ring adopt a syn configurations. In the crystal, the mol-ecules self-assemble through duplex inter-molecular hy-droxy-carbonyl O-H?O hydrogen bonds, giving centrosymmetric cyclic dimers [graph set R(2) (2)(12)] which inter-associate through weak C-H?O hydrogen-bonding inter-actions.

SUBMITTER: Wang YJ

PROVIDER: S-EPMC3247381 | biostudies-literature | 2011 Nov

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

rac-syn-Diethyl 2-hy-droxy-4-oxo-1-phenyl-cyclo-hexane-1,2-dicarboxyl-ate.

Wang Ya-Jun YJ Ni Sheng-Liang SL Meng Yue Y

Acta crystallographica. Section E, Structure reports online 20111022 Pt 11

The title compound, C(18)H(22)O(6), was obtained by the domino oxa-Michael-aldol (DOMA) reaction and has the cyclo-hexa-none ring in a chair conformation with intra-annular torsion angles in the range 49.9 (2)-58.9 (2)°. The two eth-oxy-carbonyl substituents on the cyclo-hexa-none ring adopt a syn configurations. In the crystal, the mol-ecules self-assemble through duplex inter-molecular hy-droxy-carbonyl O-H⋯O hydrogen bonds, giving centrosymmetric cyclic dimers [graph set R(2) (2)(12)] which i ...[more]

PMID: 22219999

Similar Datasets

Diethyl 4-hy-droxy-4-methyl-6-oxo-2-phenyl-cyclo-hexane-1,3-dicarboxyl-ate.

Project description:In the title mol-ecule, C(19)H(24)O(6), the cyclo-hexa-none ring adopts a chair conformation. The dihedral angle between the phenyl ring and the best plane through the six atoms of the cyclo-hexa-none ring is 89.68?(7)°. In the crystal structure, mol-ecules are linked via pairs of inter-molecular O-H?O hydrogen bonds into centrosymmetric dimers and these dimers are connected by C-H?O inter-actions into columns down the a axis.

| S-EPMC3007213 | biostudies-literature

rac-Diethyl 6-hy-droxy-4-[(2-hy-droxy-eth-yl)amino]-6-methyl-2-phenyl-cyclo-hex-3-ene-1,3-dicarboxyl-ate.

Project description:The title compound, C(21)H(29)NO(6), is chiral with three stereogenic centres. The crystal is a racemate and consists of enanti-omeric pairs with the relative configuration rac-(2R*,3S*,4R*). The ethyl fragment of the eth-oxy-carbonyl group at position 1 is disordered in a 0.60:0.40 ratio. The crystal packing displays inter-molecular O-H?O hydrogen bonding. An intra-molecular N-H?O hydrogen bond also occurs.

| S-EPMC3050247 | biostudies-literature

rac-Diethyl 9-hy-droxy-9-methyl-7-phenyl-1,4-diaza-spiro-[4.5]decane-6,8-dicarboxyl-ate.

Project description:The title mol-ecule, C(21)H(30)N(2)O(5), is chiral with four stereogenic centres. The crystal is a racemate and consists of enanti-omeric pairs with the relative configuration rac-(6S*,7R*,8R*,9S*). The ethyl fragment of the eth-oxy-carbonyl group at position 6 is disordered in a 0.46 (3):0.54 (3) ratio. The crystal structure features inter-molecular N-H⋯O. Intra-molecular O-H⋯N and N-H⋯O hydrogen bonds also occur.

| S-EPMC3051672 | biostudies-literature

(1R*,2R*,3S*,4R*)-Diethyl 4-hy-droxy-4-methyl-2-(4-methyl-phen-yl)-6-oxo-cyclo-hexane-1,3-di-carboxyl-ate.

Project description:The title compound, C20H26O6, is chiral and crystallizes as a racemate: the relative configuration of the stereogenic centres is 1R*,2R*,3S*,4R*. The cyclo-hexane ring has a chair conformation. The ethyl fragment of the eth-oxy-carbonyl group in the 3-position is disordered over two sets of sites in a 0.650?(6):0.350?(6) ratio. The hy-droxy group acts as a bifurcated hydrogen-bond donor, forming both intra- and inter-molecular hydrogen bonds with ester carbonyl O atoms. The inter-molecular hydrogen bonds form inversion dimers in the crystal.

| S-EPMC3648266 | biostudies-literature

rac-Ethyl 4-hy-droxy-6-(2-hy-droxy-phen-yl)-2-oxo-4-(trifluoro-methyl)per-hydro-pyrimidine-5-carboxyl-ate.

Project description:In the title compound, C(14)H(15)F(3)N(2)O(5), prepared by reaction of 2-hy-droxy-benzaldehyde, ethyl 4,4,4-trifluoro-3-oxobutano-ate and urea, the tetra-pyrimidine ring adopts a half-chair conformation. The crystal structure is stabilized by five inter-molecular hydrogen bonds, three O-H⋯O and two N-H⋯O, giving cyclic dimers (through three hydrogen bonds) which are further extended into a two-dimensional network.

| S-EPMC3006922 | biostudies-literature

Bis(2-hy-droxy-ethanaminium) biphenyl-4,4'-dicarboxyl-ate.

Project description:In the title compound, 2C(2)H(8)NO(+)·C(14)H(8)O(4) (2-), the dihedral angle between the benzene rings of the dianion is 9.95?(12)°. In the crystal, the cations and anions are linked via inter-molecular O-H?O and N-H?O hydrogen bonds, generating layers lying parallel to (001).

| S-EPMC3120332 | biostudies-literature

Diethyl 6,9,17,20-tetra-bromo-2,13-di-oxo-hexa-cyclo-[10.10.2.0.0.0.0]tetra-cosa-5,7,9,16,18,20-hexa-ene-23,24-dicarboxyl-ate.

Project description:In the title mol-ecule, C(26)H(22)Br(4)N(4)O(6), the dihedral angle between the aromatic rings is 30.0 (1)°. One ethyl fragment is disordered between two positions in a 1:1 ratio. The crystal packing exhibits weak inter-molecular C-H⋯O hydrogen bonds and short Br⋯O contacts of 3.349 (6) Å.

| S-EPMC2968834 | biostudies-literature

rac-Ammonium cis-2-carb-oxy-cyclo-hexane-1-carboxyl-ate.

Project description:In the structure of the title compound, NH(4) (+)·C(8)H(11)O(4) (-), the carboxyl and carboxyl-ate groups of the cation adopt C-C-C-O torsion angles of 174.9?(2) and -145.4?(2)°, respectively, with the alicyclic ring. The ammonium H atoms of the cations give a total of five hydrogen-bonding associations with carboxyl-ate O-atom acceptors of the anion which, together with a carboxyl O-H?O(carboxyl-ate) inter-action give sheet structures which lie in the (101) planes.

| S-EPMC3050381 | biostudies-literature

rac-4-Carbamoylpiperidinium cis-2-car-boxy-cyclo-hexane-1-carboxyl-ate.

Project description:In the title racemic salt, C(6)H(13)N(2)O(+)·C(8)H(11)O(4) (-), formed from the reaction of cis-cyclo-hexane-1,2-dicarb-oxy-lic anhydride with isonipecotamide, the cations are linked into duplex chain substructures through both centrosymmetric cyclic head-to-head 'amide motif' hydrogen-bonding associations [graph set R(2) (2)(8)] and 'side-by-side' R(2) (2)(14) associations. The anions are incorporated into the chains through cyclic R(4) (3)(10) inter-actions involving amide and piperidinium N-H⋯O(carbox-yl) hydrogen bonds which, together with inter-anion carb-oxy-lic acid O-H⋯O(carbox-yl) hydrogen bonds, give a two-dimensional layered structure extending along (011).

| S-EPMC3295451 | biostudies-literature

rac-(1R*,2S*,3S*)-Diethyl 4-methyl-2-phenyl-6-(2-phenyl-hydrazinyl-idene)cyclo-hex-4-ene-1,3-dicarboxyl-ate.

Project description:In the title compound, C(25)H(28)N(2)O(4), the cyclohexene ring adopts a half-chair conformation and the dihedral angle between the aromatic rings is 59.44?(11)°. In the crystal, a weak intermolecular N-H?O hydrogen bond occurs.

| S-EPMC3050305 | 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