Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

(S)-3-Chloro-4-(4-ethyl-piperazin-1-yl)-5-[(1R,2S,5R)-2-isopropyl-5-methyl-cyclo-hex-yloxy]furan-2(5H)-one.

ABSTRACT: The title compound, C(20)H(33)ClN(2)O(3), was obtained via a tandem asymmetric Michael addition-elimination reaction of 3,4-dichloro-5-(S)-(l-menth-yloxy)furan-2(5H)-one and 1-ethyl-piperazine in the presence of potassium fluoride. The mol-ecular structure contains an approximately planar five-membered furan-one ring [maximum atomic deviation = 0.024?(2)?Å] and two six-membered rings adopting chair conformations. Weak inter-molecular C-H?O hydrogen bonding is present in the crystal structure.

SUBMITTER: Fu JH

PROVIDER: S-EPMC3007345 | biostudies-literature | 2010 Jul

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

(S)-3-Chloro-4-(4-ethyl-piperazin-1-yl)-5-[(1R,2S,5R)-2-isopropyl-5-methyl-cyclo-hex-yloxy]furan-2(5H)-one.

Fu Jian-Hua JH Wang Zhao-Yang ZY Yang Kai K Mao Chao-Xu CX

Acta crystallographica. Section E, Structure reports online 20100714 Pt 8

The title compound, C(20)H(33)ClN(2)O(3), was obtained via a tandem asymmetric Michael addition-elimination reaction of 3,4-dichloro-5-(S)-(l-menth-yloxy)furan-2(5H)-one and 1-ethyl-piperazine in the presence of potassium fluoride. The mol-ecular structure contains an approximately planar five-membered furan-one ring [maximum atomic deviation = 0.024 (2) Å] and two six-membered rings adopting chair conformations. Weak inter-molecular C-H⋯O hydrogen bonding is present in the crystal structure. ...[more]

PMID: 21588333

Similar Datasets

3-Chloro-4-dimethyl-amino-5-[(1R,2S,5R)-2-isopropyl-5-methyl-cyclo-hex-yloxy]furan-2(5H)-one.

Project description:The title compound, C(16)H(26)ClNO(3) contains one almost planar furan-one ring [maximum deviation of 0.021?(2)?Å for the O atom] with a stereogenic center (S) and one cyclo-hexane ring which displays a chair conformation and has three stereogenic centers [S at the C atom bearing the isopropyl group, R at the C atom attached to the O atom and R at the C atom bearing the methyl group].

| S-EPMC3120571 | biostudies-literature

(5S)-3-Chloro-4-diallyl-amino-5-[(1R,2S,5R)-2-isopropyl-5-methyl-cyclo-hex-yloxy]furan-2(5H)-one.

Project description:The title compound, C(20)H(30)ClNO(3), was obtained via a tandem asymmetric Michael addition-elimination reaction of (5S)-3,4-dichloro-5-(l-menth-yloxy)-2(5H)-furan-one and diallyl-amine in the presence of potassium fluoride. The mol-ecular structure contains an approximately planar five-membered furan-one ring [maximum atomic deviation = 0.0221?(3)?Å] and a six-membered ring adopting a chair conformation.

| S-EPMC3213497 | biostudies-literature

(S)-3-Bromo-4-diallyl-amino-5-[(1R,2S,5R)-2-isopropyl-5-methyl-cyclo-hex-yloxy]furan-2(5H)-one.

Project description:The title compound, C(20)H(30)BrNO(3), was obtained via a tandem asymmetric Michael addition-elimination reaction of 3,4-dibromo-5-(S)-(l-menth-yloxy)-2(5H)-furan-one and diallyl-amine in the presence of potassium fluoride. In the mol-ecule, the five-membered furan-one ring is approximately planar [maximum atomic deviation = 0.030?(3)?Å], and the six-membered cyclo-hexane ring adopts a chair conformation.

| S-EPMC3011618 | biostudies-literature

(5S)-3-Chloro-5-[(1R,2S,5R)-2-isopropyl-5-methyl-cyclo-hex-yloxy]-4-(4-methyl-piperidin-1-yl)furan-2(5H)-one.

Project description:The title compound, C(20)H(32)ClNO(3), was obtained via a tandem asymmetric Michael addition-elimination reaction of (5S)-3,4-dichloro-5-(l-menth-yloxy)furan-2(5H)-one and 4-methyl-piperidine in the presence of potassium fluoride. The furan-one ring is approximately planar [maximum atomic deviation = 0.022 (2) Å] while the cyclo-hexane ring adopts a chair conformation. Weak inter-molecular C-H⋯O hydrogen bonding is present in the crystal structure.

| S-EPMC3051989 | biostudies-literature

(5S)-3-Chloro-4-(2,5-dihydro-1H-pyrrol-1-yl)-5-[(1R,2S,5R)-2-isopropyl-5-methyl-cyclo-hex-yloxy]furan-2(5H)-one.

Project description:The title compound, C(18)H(26)ClNO(3), was obtained via a tandem asymmetric Michael addition-elimination reaction of 3,4-dichloro-5-(S)-(l-menth-yloxy)furan-2(5H)-one and 2,5-di-hydro-1H-pyrrole in the presence of potassium fluoride. In the mol-ecule, the nearly planar dihydro-pyrrole ring [maximum atomic deviation = 0.019?(3)?Å] is oriented at a dihedral angle of 10.73?(8)° to the the nearly planar furan-one ring [maximum atomic deviation = 0.011?(2)?Å]; the cyclo-hexane ring adopts a chair conformation. In the crystal, mol-ecules are linked via weak inter-molecular C-H?O hydrogen bonds, forming supra-molecular chains running along the b axis.

| S-EPMC3050327 | biostudies-literature

Crystal structure of 4-[(1R,2S,5R)-2-isopropyl-5-methyl-cyclo-hex-yl] 2-methyl (2S,4S,5R)-1-[(2S,3R,5R)-5-meth-oxy-carbonyl-2-(2-methyl-phen-yl)pyrrolidine-3-carbon-yl]-5-(2-methyl-phen-yl)pyrrolidine-2,4-di-carboxyl-ate.

Project description:The title compound, C38H50N2O7, represents a chiral β-proline dipeptide. Corresponding stereogenic centres of constituting pyrrolidine units have opposite absolute configurations. The central amide fragment is planar within 0.1 Å and adopts a Z configuration along the N-CO bond. In the crystal, the hydrogen atoms of the methyl-ene groups form several short inter-molecular C-H⋯O contacts with the carbonyl oxygen atoms of an adjacent mol-ecule. The only active amino hydrogen atom is not involved in hydrogen bonding.

| S-EPMC6505609 | biostudies-literature

(9H-Fluoren-9-yl)methyl N-{(2R,3R,4S)-4-hy-droxy-2-[(2S,5R)-2-isopropyl-5-methyl-cyclo-hex-yloxy]-5-oxooxolan-3-yl}carbamate propan-2-ol 0.334-solvate.

Project description:The title compound, C(29)H(35)NO(6).0.334C(3)H(8)O, a novel chiral N-(fluoren-9-yl-methyl-oxyxcarbon-yl) precursor, crystallizes with two independent carbamate (M) mol-ecules and propan-2-ol solvent mol-ecules in the unit cell. Its crystal structure has been determined from barely adequate data obtained from a multi-fragment needle crystal. In the crystal, N-H?O hydrogen bonds link M mol-ecules related by translation along the a axis into two independent chains. The ordered solvent mol-ecule, having a partial occupancy of 0.334, is attached to one independent M mol-ecule through O-H?O hydrogen bonds. The crystal packing exhibits weak inter-molecular C-H?O inter-actions and voids of 270?Å(3) filled with randomly disordered solvent mol-ecules which were handled using the SQUEEZE methodology.

| S-EPMC3275078 | biostudies-literature

(1R*,2S*,4S*,5R*)-Cyclo-hexane-1,2:4,5-tetra-carb-oxy-lic dianhydride.

Project description:The title compound, C(10)H(8)O(6), a promising raw material to obtain colorless polyimides which are applied to microelectronic and optoelectronic devices, adopts a folded conformation in which the dihedral angle between the two anhydro rings is 55.15?(8)°. The central six-membered ring assumes a conformation inter-mediate between boat and twist-boat. In the crystal, mol-ecules are linked by weak C-H?O inter-actions, forming a layer parallel to the bc plane.

| S-EPMC3297306 | biostudies-literature

(5R)-5-[(1R)-2,2-Dichloro-1-methyl-cyclo-prop-yl]-2-methyl-cyclo-hex-2-en-1-one.

Project description:The title compound, C(11)H(14)Cl(2)O, was synthesized by the reaction of a dichloro-methane solution of (R)-carvone and potassium tert-butano-late in the presence of a catalytic amount of benzyl-triethyl-ammonium chloride in chloro-form. The cyclo-hexene ring adopts a half-boat conformation. The cyclo-propyl ring is unsymmetrical, the shortest C-C bond being distal to the alkyl-substituted C atom. The crystal packing is stabilized only by van der Waals inter-actions.

| S-EPMC3152127 | biostudies-literature

(5R*)-5-[(2S*,5S*)-1-Meth-oxy-5-phenyl-pyrrolidin-2-yl]-3-methyl-furan-2(5H)-one.

Project description:In the title compound, C16H19NO3, the pyrrolidine ring is in a twist conformation. The dihedral angle between the di-hydro-furan ring [maximum deviation = 0.0016?(11)?Å] and the phenyl ring is 47.22?(8)°. In the crystal, mol-ecules are linked by weak C-H?O hydrogen bonds, forming helical chains along the b-axis direction. The chains are further linked by C-H?? inter-actions to constitute a three-dimensional architecture.

| S-EPMC4158531 | 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