Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Methyl 6-de-oxy-6-iodo-2,3-O-iso-propyl-idene-?-d-manno-pyran-oside.

ABSTRACT: In the title compound, C10H17IO5, the six-membered tetra-hydro-pyran ring and the five-membered 1,3-dioxolane ring adopt sofa and envelope conformations, respectively. In the crystal, O-H?O and C-H?O hydrogen bonds link the mol-ecules into layers nearly parallel to the bc plane.

SUBMITTER: Gultekin Z

PROVIDER: S-EPMC3884490 | biostudies-literature | 2013

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

Methyl 6-de-oxy-6-iodo-2,3-O-iso-propyl-idene-α-d-manno-pyran-oside.

Gültekin Zeynep Z Frey Wolfgang W Caylak Delibaş Nagihan N Hökelek Tuncer T

Acta crystallographica. Section E, Structure reports online 20130817 Pt 9

In the title compound, C10H17IO5, the six-membered tetra-hydro-pyran ring and the five-membered 1,3-dioxolane ring adopt sofa and envelope conformations, respectively. In the crystal, O-H⋯O and C-H⋯O hydrogen bonds link the mol-ecules into layers nearly parallel to the bc plane. ...[more]

PMID: 24427076

Similar Datasets

(-)-Benzyl 2,3-dide-oxy-?-d-erythro-hex-2-eno-pyran-oside.

Project description:In the title compound, C13H16O4, the six-membered ring of the sugar moiety shows a half-chair conformation. In the crystal, mol-ecules are connected via O-H?O hydrogen bonds, forming columns around twofold screw axes along the b-axis direction. There is a disorder of the benz-yloxy group, which has two possible orientations with the phenyl group lying on a common plane [site-occupancy factors = 0.589?(9) and 0.411?(9)].

| S-EPMC4004438 | biostudies-literature

3,4-O-(2,3-Dimethoxy-butane-2,3-di-yl)-S-(4-methyl-phen-yl)-1-thia-?-d-manno-pyran-oside.

Project description:In the title mol-ecule, C(19)H(28)O(7)S, the six-membered manno-pyran-oside and dioxane rings both display typical chair conformations. In the crystal structure, the hydr-oxy groups are involved in inter-molecular hydrogen bonds, which link the mol-ecules into chains extended along the b axis.

| S-EPMC2961734 | biostudies-literature

An ortho-rhom-bic polymorph of 6-de-oxy-6-iodo-1,2:3,4-di-O-isopropyl-idene-?-d-galactopyran-oside.

Project description:The title compound, C(12)H(19)IO(5), is the ortho-rhom-bic polymorph of a previously reported monoclinic form [Krajewski et al. (1987 ?). Bull. Pol. Acad. Sci. Chem.35, 91-102]. The dihedral angles between the six-membered ring and the two five-membered rings are 67.66?(14) and 71.79?(13)°, whereas the dihedral angle between the five-membered rings is 74.41?(12)°, indicating that all three rings are twisted from each other. The six-membered ring has a twist-boat conformation while both of the five-membered rings have envelope conformations. The crystal structure is stabilized by a network of C-H?O contacts linking the mol-ecules into a two-dimensional array parallel to the ab plane.

| S-EPMC2977305 | biostudies-literature

4-Cyclo-propyl-1-(6'-de-oxy-1',2'-O-iso-propyl-idene-α-d-gluco-furanos-yl)-1H-1,2,3-triazole.

Project description:In the title compound, C14H21N3O5, the tetra-hydro-furan ring adopts an envelope conformation with the C atom bearing the substituent as the flap. The penta-furan-ose ring adopts a twisted conformation about the C-C bond fusing the rings. The dihedral angle between these rings (all atoms), which are cis fused, is 72.89 (14)°. The cyclo-propane ring is disordered over two orientations in a 0.576 (5):0.424 (5) ratio; the dihedral angles subtended to the triazole ring are 53.3 (11) and 46.6 (9)°, respectively. In the crystal, the mol-ecules are linked by O-H⋯N and O-H⋯O hydrogen bonds, generating (001) sheets. A weak C-H⋯O inter-action also occurs.

| S-EPMC3884407 | biostudies-literature

N,N,N-Trimethyl-N-(methyl 5-de-oxy-2,3-O-iso-propyl-idene-β-d-ribo-furan-osid-5-yl)ammonium 4-methyl-benzene-sulfonate sesquihydrate.

Project description:The structure of the title compound, [C12H24NO4][C7H7O3S]·1.5H2O, contains alternating layers parallel to (001) of hydro-phobic and polar character, stabilized by C-H⋯O hydrogen bonding. The furan ring adopts an envelope conformation with the C(OMe) atom as the flap, and the dioxolane ring is twisted about one of the O-C(methine) bonds. A comparison to related compounds is presented. The tosyl-ate-O atoms were disordered over two positions with the major component having a site occupancy factor = 0.566 (12). The structure was refined as a rotary twin with regard to rotation about the c axis with the contribution of the second component being 0.0048 (6). Solvate water mol-ecules are highly disordered and were removed using the SQUEEZE procedure; the unit cell characteristics take into account the presence of the disordered solvent. High-resolution (1)H and (13)C NMR spectroscopic data are also presented.

| S-EPMC3772458 | biostudies-literature

Crystal structure of 6-azido-6-de-oxy-1,2-<i>O</i>-iso-propyl-idene-α-d-gluco-furan-ose.

Project description:Short syntheses to high Fsp 3 index natural-product analogues such as imino-sugars are of paramount importance in the investigation of their biological activities and reducing the use of protecting groups is an advantageous synthetic strategy. An iso-propyl-idene group was employed towards the synthesis of seven-membered ring imino-sugars and the title compound, C9H15N3O5, was crystallized as an inter-mediate, in which the THF ring is twisted and the dioxolane ring adopts an envelope conformation: the dihedral angle between the rings is 67.50 (13)°. In the crystal, the hydroxyl groups participate in O-H⋯(O,O) and O-H⋯N hydrogen-bonding inter-actions, which generate chains of mol-ecules propagating parallel to the a-axis direction. There is a notable non-classical C-H⋯O hydrogen bond, which cross-links the [100] chains into (001) sheets.

| S-EPMC7534240 | biostudies-literature

Crystal structure of 3-de-oxy-3-nitro-methyl-1,2;5,6-di-O-iso-propyl-idene-α-d-allo-furan-ose.

Project description:The title compound, C13H21NO7 {systematic name: (3aR,5S,6R,6aR)-5-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-6-(nitro-meth-yl)tetra-hydro-furo[2,3-d][1,3]dioxole}, consists of a substituted 2,2-di-methyl-tetra-hydro-furo[2,3-d][1,3]dioxolane skeleton. The furan-ose ring A adopts a (o)T 4 conformation. The fused dioxolane ring B and the substituent dioxolane ring C also have twisted conformations. There are no strong hydrogen bonds in the crystal structure: only weak C-H⋯O contacts are present, which link the mol-ecules to form a three-dimensional structure.

| S-EPMC4778814 | biostudies-literature

Ethyl 1-O-tert-butyl-dimethyl-silyl-2,3-O-isopropyl-idene-5-[(2'S)-tetra-hydro-pyran-2-yl-oxy]-d-glycero-α-d-manno-hepto-furonate.

Project description:The title compound {systematic name: (2S,3R)-ethyl 3-[(3aS,4R,6S,6aS)-6-tert-butyl-dimethyl-silyl-oxy-2,2-dimethyl-per-hydro-furo[3,4-d][1,3]dioxol-4-yl]-2-nitro-3-[(S)-tetra-hydro-2H-pyran-2-yl-oxy]propanoate}, C(23)H(41)NO(10)Si, is the product of the Henry reaction of 1-O-tert-butyl-dimethyl-silyl-2,3-O-isopropyl-idene-α-d-lyxo-penta-dialdo-1,4-furan-ose with ethyl nitro-acetate and the subsequent protection of its C-5 hydr-oxy group as tetra-hydro-pyranyl, in order to avoid the retro-Henry reaction. The tetra-hydro-pyranyl group adopts a chair conformation. The absolute configuration, assumed from the synthesis, was confirmed from the diffraction data.

| S-EPMC2962108 | biostudies-literature

1-O-Benzyl-2,3-O-iso-propyl-idene-6-O-tosyl-α-l-sorbo-furan-ose.

Project description:In the title compound (systematic name{(3aS,5S,6R,6aS)-3a-[(benz-yloxy)meth-yl]-6-hy-droxy-2,2-di-methyl-tetra-hydro-furo[2,3-d][1,3]dioxol-5-yl}methyl 4-methyl-benzene-sulfonate), C23H28O8S, the absolute structure and relative stereochemistry of the four chiral centres have been established by X-ray crystallography, with the absolute configuration inferred from the use of l-sorbose as the starting material. The central furan-ose ring adopts a slightly twisted envelope conformation (with the C atom bearing the methyl-benzene-sulfonate substituent as the flap) from which three substituents depart pseudo-axially (-CH2-O-benzyl, -OH and one acetonide O atom) and two substituents pseudo-equatorially (-CH2-O-tosyl and second acetonide O atom). The dioxalane ring is in a flattened envelope conformation with the fused CH C atom as the flap. In the crystal, mol-ecules pack in columns along [010] linked by O-H⋯O hydrogen bonds involving the furan-ose hy-droxy group and furan-ose ether O atom.

| S-EPMC3772494 | biostudies-literature

Crystal structure of 3-C-(N-benzyl-oxy-carbon-yl)amino-methyl-3-de-oxy-1,2:5,6-di-O-iso-propyl-idene-α-d-allo-furan-ose.

Project description:The title compound, C21H29NO7 (1) [systematic name: benzyl ({(3aR,5S,6R,6aR)-5-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-di-methyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl}meth-yl)carbamate], consists of a substituted 2,2-di-methyl-tetra-hydro-furo[2,3-d][1,3]dioxolane skeleton. The furan-ose ring adopts an envelope conformation close to C 3-exo, where the C atom substituted by the benzyl carbamate group is the flap. The fused dioxolane ring also adopts an envelope conformation, as does the terminal dioxolane ring, with in each case an O atom as the flap. In the crystal, mol-ecules are linked by N-H⋯O and C-H⋯O hydrogen bonds, forming chains propagating along the b-axis direction.

| S-EPMC4647424 | 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