Browse
Submit Data
Databases
API
Help

Dataset Information

32 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

(2S)-2-(3-Oxo-1,4-dioxaspiro-[4.5]decan-2-yl)ethanoic acid.

ABSTRACT: The title compound, C(10)H(14)O(5), is an inter-mediate in our study of the asymmetric synthesis of ?-hydroxy-alkanoic acids. The structure consists of 1,4-dioxaspiro[4,5]decane skeleton formed when the cyclohexylidene group binds to both of the hydroxyl groups of carboxylic groups of the starting malic acid. The six-membered ring adopts a chair conformation.

SUBMITTER: Tsai YF

PROVIDER: S-EPMC2961159 | biostudies-literature | 2008 Apr

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

(2S)-2-(3-Oxo-1,4-dioxaspiro-[4.5]decan-2-yl)ethanoic acid.

Tsai Yow-Fu YF Su Yu-Ting YT Lin Chia-Her CH

Acta crystallographica. Section E, Structure reports online 20080430 Pt 5

The title compound, C(10)H(14)O(5), is an inter-mediate in our study of the asymmetric synthesis of α-hydroxy-alkanoic acids. The structure consists of 1,4-dioxaspiro[4,5]decane skeleton formed when the cyclohexylidene group binds to both of the hydroxyl groups of carboxylic groups of the starting malic acid. The six-membered ring adopts a chair conformation. ...[more]

PMID: 21202420

Similar Datasets

[(2R,5R,6S,9R)-6-Isopropyl-9-methyl-1,4-dioxaspiro-[4.5]decan-2-yl]methyl 4-bromo-benzoate.

Project description:The title compound, C(20)H(27)BrO(4), a 4-bromo-benzoyl derivative of a stereoisomer of glycerol menthonide, synthesized as part of a study of 3-carbon stereochemical moieties, crystallizes with two crystallographically independent mol-ecules in the asymmetric unit, the two mol-ecules differing only in one of the C-O-C-C torsion angles around the ester O atom [-106.5 (7) and 146.1 (6)°]. The two mol-ecules are crystallographically related by a pseudotranslation along the (011) diagonal of the unit cell, emulating a primitive monoclinic cell of half the volume. The translational symmetry is broken by the 4-bromo-benzoate groups. The crystallographic assignment of the absolute stereochemistry is consistent with having started with (-)-menthone, the acetal C atom is R and the secondary alcohol is R. This brings the bromo-benzoate into approximately the same plane as the menthyl ring and cis to the isopropyl group. The glycerol menthonide sections of the molecules interact with each other via C-H⋯O interactions, leading to the formation of chains either A or B molecules that stretch parallel to [010], forming column-shaped double chains. Interactions between neighboring columns are limited to van der Waals contacts.

| S-EPMC3051951 | biostudies-literature

2-[(E)-({3-[(E)-(2-Hy-droxy-benzyl-idene)amino-meth-yl]-1,4-dioxaspiro-[4.5]decan-2-yl}meth-yl)imino-meth-yl]phenol.

Project description:In the title compound, C(24)H(28)N(2)O(4), the dioxalane ring has an envelope conformation. The cyclo-hexane ring adopts a chair conformation. The dihedral angle between the benzene rings is 72.5 (3)°. The mol-ecular conformation is stabilized by two intra-molecular O-H⋯N hydrogen-bonding inter-actions with an S(6) graph-set motif. The crystal structure is stabilized by van der Waals inter-actions.

| S-EPMC3394072 | biostudies-literature

6-Benzyl-3-(1,4-dioxaspiro-[4.5]decan-2-yl)-8,8-dimethyl-1-oxa-2,6-diaza-spiro-[4.4]non-2-ene-7,9-dione.

Project description:In the title compound, C(23)H(28)N(2)O(5), the 4,5-dihydro-isoxazole ring adopts a slight envelope conformation and the dioxolane ring is in a twisted conformation. The mol-ecular structure, in the vicinity of the benzyl group, may be influenced by an intra-molecular C-H?O hydrogen bond which generates an S(7) ring motif. In the crystal structure, mol-ecules are linked via weak inter-molecular C-H?O hydrogen bonds, forming extended chains along the b axis. Further stabilization is provided by weak C-H?? inter-actions.

| S-EPMC2971287 | biostudies-literature

(6R*,10R*)-Dimethyl 1,4-dioxaspiro-[4.5]decane-6,10-dicarboxyl-ate.

Project description:The title compound, C(12)H(18)O(6), is in the usual chair conformation with the two ester functions in a 1,3-trans orientation. With a value of 1.439 (2) Å, the pseudo-axial C-O bond of the 1,3-dioxolane ring is slightly longer than the corresponding equatorial C-O bond of 1.424 (3) Å. The O-C-O angle of the dioxolane ring is 106.25 (17)°.

| S-EPMC3569795 | biostudies-literature

4-(Pyrimidin-2-yl)-1-thia-4-aza-spiro-[4.5]decan-3-one.

Project description:The title compound, C(12)H(15)N(3)OS, features an envelope conformation for the 1,3-thia-zolidin-4-one ring with the S atom as the flap atom. The pyrimidine ring is almost orthogonal to the 1,3-thia-zolidin-4-one ring as indicated by the N-C-C-N torsion angle of -111.96?(18)°. Supra-molecular dimers are formed in the crystal structure through the agency of C-H?O contacts occurring between centrosymmetrically related mol-ecules. These are linked into supra-molecular tapes along [100] via C-H?S contacts.

| S-EPMC2971766 | biostudies-literature

2-[2-(2,6-Dichloro-anilino)phen-yl]-N-[(2S)-2-methyl-3-oxo-8-phenyl-1-thia-4-aza-spiro-[4.5]dec-4-yl]acetamide.

Project description:In the title compound, C(29)H(29)Cl(2)N(3)O(2)S, the phenyl ring is disordered over two orientations with occupancies of 0.55 (3) and 0.45 (3). The mol-ecular packing in the crystal is stabilized by inter-molecular N-H⋯O inter-actions, linking the mol-ecules into infinite chains along the c axis. In addition, there are weak C-H⋯S and C-H⋯π inter-actions.

| S-EPMC2983948 | biostudies-literature

2-[6-(4-Bromo-phen-yl)imidazo[2,1-b][1,3]thia-zol-3-yl]-N-[8-(4-hy-droxy-phen-yl)-2-methyl-3-oxo-1-thia-4-aza-spiro-[4.5]decan-4-yl]acetamide ethanol disolvate.

Project description:In the title compound, C(28)H(27)BrN(4)O(3)S(2)·2C(2)H(6)O, the cyclo-hexane ring adopts a chair conformation. The imidazo[2,1-b][1,3]thia-zole ring system is essentially planar with a dihedral angle of 1.1 (2)° between the thia-zole and imidazole rings. The mean plane of this ring system makes dihedral angles of 8.11 (16) and 79.43 (17)°, respectively, with the bromo- and hy-droxy-substituted benzene rings. In the 5-methyl-1,3-thia-zolidin-4-one group, the S atom, the methyl group and the ring C atoms bonded to them are disordered over two sets of sites with refined occupancies of 0.610 (19) and 0.390 (19). The crystal structure features N-H⋯O, O-H⋯O, O-H⋯N and C-H⋯O hydrogen bonds and C-H⋯π inter-actions. Furthermore, two weak π-π stacking inter-actions [centroid-centroid distances = 3.967 (3) and 3.892 (2) Å] are also observed.

| S-EPMC3344614 | biostudies-literature

N-{3-[2-(4-Fluoro-phen-oxy)eth-yl]-2,4-dioxo-1,3-diaza-spiro-[4.5]decan-7-yl}-4-methyl-benzamide.

Project description:In the title compound, C(24)H(26)FN(3)O(4), the two aromatic rings form a dihedral angle of 88.81?(15)°. The cyclo-hexane ring adopts a chair conformation and the five-membered ring is essentially planar, with a maximum deviation from planarity of 0.041?(2)?Å. The crystal structure displays inter-molecular C-H?O and N-H?O hydrogen bonds.

| S-EPMC3120289 | biostudies-literature

2-(3-Oxo-3,4-dihydro-2H-1,4-benzo-thia-zin-4-yl)acetic acid monohydrate.

Project description:In the title compound, C(10)H(9)NO(3)S·H(2)O, the thio-morpholine ring exists in a conformation inter-mediate between twist-boat and half-chair. An inter-molecular O-H?O hydrogen bond links the acid and water mol-ecules together. In the crystal packing, inter-molecular O-H?O and C-H?O hydrogen bonds link the mol-ecules into a three-dimensional network.

| S-EPMC2970497 | biostudies-literature

(2S*,5R*)-2,5-Dimethyl-1,4-bis-(pyridin-2-ylmeth-yl)piperazine.

Project description:The title compound, C18H24N4, resides on a crystallographic inversion centre, so that the asymmetric unit comprises one half-mol-ecule. The piperazine ring adopts a chair conformation, with the mean planes of the two equatorial pyridine rings parallel to each other and separated by 2.54 (3) Å. No classical hydrogen bonds are observed.

| S-EPMC3770377 | 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