Browse
Submit Data
Databases
API
Help

Dataset Information

26 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

(1S,4S,5S,8R)-8-Nitro-oxy-2,6-dioxa-bicyclo-[3.3.0]octan-4-yl 3,4,5-triacetoxy-benzoate.

ABSTRACT: In the title compound, C(19)H(19)NO(13), one of the two fused furan-ose rings adopts an envelope conformation whereas the other displays a twisted conformation. The crystal structure is stabilized by inter-molecular C-H⋯π inter-actions between a methine H atom and the triacetoxy-phenyl ring of an adjacent mol-ecule, and by weak non-classical inter-molecular C-H⋯O hydrogen bonds.

SUBMITTER: Zhang Y

PROVIDER: S-EPMC2970955 | biostudies-literature |

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Similar Datasets

(1S,4S,5S,6R)-6-(4-Bromo-phen-yl)-5-nitro-bicyclo-[2.2.2]octan-2-one.

Project description:The title compound, C(14)H(14)BrNO(3), contains a bicyclic ring system with four chiral centers. The absolute structure was established by the Flack method.

| S-EPMC2968281 | biostudies-literature

Crystal structures of di-iodido-bis-[(1S,5S)-4-mesityl-1,2,8,8-tetra-methyl-2,4-di-aza-bicyclo-[3.2.1]octan-3-yl-idene-κC (3)]palladium(IV) and di-chlorido-[(1S,5S)-4-mesityl-1,2,8,8-tetra-methyl-2,4-di-aza-bicyclo[3.2.1]octan-3-yl-idene-κC (3)](tri-phenyl-phosphane-κP)palladium(IV).

Project description:The mol-ecular structures of the chiral title compounds, [Pd(C19H28N2)2I2], (I), and [Pd(C19H28N2)Cl2(C18H15P)], (II), show a distorted square-planar coordination around the Pd(II) atoms with two halogenide (Hal) ligands each and two N-heterocyclic carbene (NHC) ligands in (I) or one NHC and one tri-phenyl-phosphane ligand in (II). The deviations of the Pd(II) atoms from the L 2Hal2 best plane (L = NHC or tri-phenyl-phosphane ligand) are 0.206 (1) Å for (I) and 0.052 (1) Å for (II). The crystal packings exhibit inter-molecular C-H⋯Hal hydrogen bonds.

| S-EPMC4571356 | biostudies-literature

(1R*,5S*)-8-(2-Fluoro-4-nitro-phen-yl)-8-aza-bicyclo-[3.2.1]octan-3-one.

Project description:In the title compound, C(13)H(13)FN(2)O(3), the fused piperidine ring is in a chair conformation. The fused pyrrolidine ring shows an envelope conformation with the N atom displaced by 0.661 (3) Å out of the plane formed by the four C atoms of the pyrrolidine ring. The dihedral angle between this plane and the plane formed by the four attached C atoms of the piperidine ring (not including the carbonyl C atom) is 67.63 (10)°. The F atom is disordered and was refined using a split model with an occupancy ratio of 0.910 (3): 0.080 (3).

| S-EPMC3238950 | biostudies-literature

(+)-(1S,5R,6R)-6-[(S)-1-Hy-droxy-2-(meth-oxy-meth-yloxy)eth-yl]-1-methyl-3-trichloro-methyl-2-aza-4,7-dioxa-bicyclo-[3.3.0]oct-2-en-8-one.

Project description:In the title compound, C(11)H(14)Cl(3)NO(6), the fused five-membered oxazoline and tetra-hydro-furan rings are essentially planar with maximum deviations of 0.069?(1) and 0.031?(1)?Å, respectively, and make a dihedral angle of 64.23?(11)° with each other. In the crystal, mol-ecules are linked by O-H?O and C-H?O hydrogen bonds, forming chains along the b-axis direction. Further C-H?O hydrogen bonds are observed between the chains.

| S-EPMC3515276 | biostudies-literature

(1R,2R,3R,4S,5S)-3-Methyl-8-oxa-bicyclo-[3.2.1]oct-6-ene-2,4-diyl diacetate.

Project description:The mol-ecule of the title compound, C(12)H(16)O(5), has crystallographically imposed mirror symmetry with the mirror plane passing through the endocyclic O atom and the mid-point of the double bond. In the crystal, mol-ecules are linked by C-H?O hydrogen bonds, forming chains running along the a axis.

| S-EPMC3213568 | biostudies-literature

(-)-N,N'-Bis[(1S,2R,5S)-6,6-dimethyl-bicyclo-[3.1.1]heptan-2-ylmeth-yl]pyridine-2,6-dicarboxamide monohydrate.

Project description:The title compound, C(27)H(39)N(3)O(2)·H(2)O, is a chiral pyridine-2,6-dicarboxamide derivative including cis-myrtanyl groups as amine substituents. The pyridine-2,6-dicarboxamide core approximates C(2) point symmetry and a solvent water mol-ecule lies on the pseudo-twofold axis. The water mol-ecule serves both as acceptor and donor for efficient hydrogen bonds involving N-H and C=O functional groups as donor and acceptor groups, respectively. As a result, each water mol-ecule in the crystal structure is tetra-hedrally bonded to three symmetry-related mol-ecules, forming a three-dimensional supra-molecular network. Such an arrangement is a common feature found in the majority of X-ray-characterized sym-metrically substituted pyridine-2,6-dicarboxamide derivatives.

| S-EPMC2961349 | biostudies-literature

Synthesis of ethyl (1S,2R,3S,4S,5S)-2,3-O-(isopropylidene)-4-hydroxy-bicyclo[3.1.0]hexane-carboxylate from L-ribose: a versatile chiral synthon for preparation of adenosine and P2 receptor ligands.

Project description:Substitution of the ribose moiety of various nucleosides and nucleotides with the (N)-methanocarba ring system increases the potency and selectivity as ligands at certain subtypes of adenosine and P2 receptors. We have prepared a key intermediate in the synthesis of these derivatives, ethyl (1S,2R,3S,4S,5S)-2,3-O-(isopropylidene)-4-hydroxybicyclo[3.1.0]hexane-carboxylate (15), starting from L-ribose (8) as a readily available, enantiopure building block. L-ribose was converted to the corresponding 5'-iodo derivative (9), which was cleaved reductively with Zn. Improvements were made in subsequent steps corresponding to a published route to biologically important (N)-methanocarba 5'-uronamido nucleosides, and new steps were added to prepare related 5'-nucleotides.

| S-EPMC6943831 | biostudies-literature

Origins of stereoselectivities of dihydroxylations of cis-bicyclo[3.3.0]octenes.

Project description:Stereoselectivities of the dihydroxylations of cis-bicyclo[3.3.0]octene intermediates for a projected total synthesis of chromodorolide A have been explored experimentally. The reaction occurs unexpectedly on the apparently more hindered (concave) face; this result has been explained through computational studies using B3LYP and B3LYP-D3 methods. Torsional effects are largely responsible for the stereoselectivity encountered in the chromodorolide A synthesis. Many literature examples have been reported on related cases. QM calculations show that the stereoselectivities of dihydroxylations of fused cyclopentenes are influenced by the conformational rigidity or flexibility of the substrate. Torsional, electrostatic, and steric effects can all influence stereoselectivity, and the rigidity or flexibility of conformations of reactants provides a predictive guide to stereoselectivity.

| S-EPMC3460691 | biostudies-literature

(1S,4S)-2-(2,4-Difluoro-phen-yl)-5-[(4-methyl-phen-yl)sulfon-yl]-2,5-diaza-bicyclo-[2.2.1]hepta-ne.

Project description:In the title mol-ecule, C(18)H(18)F(2)N(2)O(2)S, the two benzene rings, which are oriented in opposite directions with respect to the rigid 2,5-diaza-bicyclo-[2.2.1]heptane core, form a dihedral angle of 17.2?(1)°. Weak inter-molecular C-H?O, C-H?F and C-H?N contacts consolidate the crystal packing.

| S-EPMC3051594 | biostudies-literature

New Morphiceptin Peptidomimetic Incorporating (1S,2R,3S,4S,5R)-2-Amino-3,4,5-trihydroxycyclopen-tane-1-carboxylic acid: Synthesis and Structural Study.

Project description:We present the synthesis and structural study of a new peptidomimetic of morphiceptin, which can formally be considered as the result of the replacement of the central proline residue of this natural analgesic drug with a subunit of (1S,2R,3S,4S,5R)-2-amino-3,4,5-trihydroxycyclopentane-1-carboxylic acid, previously obtained from L-idose. An optimized synthesis of this trihydroxylated cispentacin derivative is also reported. Molecular docking calculations on the target receptor support a favorable role of the hydroxy substituents of the non-natural β-amino acid incorporated into the peptidomimetic.

| S-EPMC7321350 | 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