Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

1-O-Acetyl-3,4,6-tri-O-benzyl-2-C-bromo-methyl-2-de-oxy-?-d-glucopyran-ose.

ABSTRACT: In the title compound, C30H33BrO6, the pyran-ose ring adopts a chair conformation. Two of the O-benzyl phenyl rings lie almost perpendicular to C/C/C/O plane formed by the ring atoms not attached to these O-benzyl phenyl rings, and form dihedral angles of 85.1?(2) and 64.6?(2)°, while the third O-benzyl phenyl ring is twisted so that it makes a dihedral angle 34.9?(2)° to this C/C/C/O plane. This twist is ascribed to the formation of an S(8) loop stabilized by a weak intra-molecular C-H?O hydrogen bond.

SUBMITTER: Kinfe HH

PROVIDER: S-EPMC3588367 | biostudies-literature | 2013 Jan

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

1-O-Acetyl-3,4,6-tri-O-benzyl-2-C-bromo-methyl-2-de-oxy-α-d-glucopyran-ose.

Kinfe Henok H HH Makolo Felix L FL Phasha Zanele H ZH

Acta crystallographica. Section E, Structure reports online 20121212 Pt 1

In the title compound, C30H33BrO6, the pyran-ose ring adopts a chair conformation. Two of the O-benzyl phenyl rings lie almost perpendicular to C/C/C/O plane formed by the ring atoms not attached to these O-benzyl phenyl rings, and form dihedral angles of 85.1 (2) and 64.6 (2)°, while the third O-benzyl phenyl ring is twisted so that it makes a dihedral angle 34.9 (2)° to this C/C/C/O plane. This twist is ascribed to the formation of an S(8) loop stabilized by a weak intra-molecular C-H⋯O hydrog ...[more]

PMID: 23476454

Similar Datasets

1,2,3-Tri-O-acetyl-5-de-oxy-d-ribofuran-ose.

Project description:The title compound, C(11)H(16)O(7), was obtained from the breakage reaction of the glycosidic bond of 5'-de-oxy-2',3'-diacetyl-inosine. The ribofuran-ose ring has a C2-exo, C3-endo twist configuration. No alteration of the relative configuration compared with d-(-)-ribose is observed.

| S-EPMC3011534 | biostudies-literature

2-Acetyl-amino-1,3,4,6-tetra-O-(tri-methyl-silyl)-2-de-oxy-α-d-gluco-pyran-ose.

Project description:The title compound, C20H47NO6Si4, was synthesized by per-O-tri-methyl-silylation of N-acetyl-d-glucosa-mine using chloro-tri-methyl-silane in the presence of hexa-methyl-disiloxane. The tri-methyl-silyl group and acetamido group are located on the same side of the pyran ring, showing an α-configuration glycoside. One of the tri-methyl-silyl groups is disordered over two orientations, with site-occupancy factors of 0.625 (9) and 0.375 (9). In the crystal, N-H⋯O hydrogen bonds link the mol-ecules into supra-molecular chains along the a-axis direction.

| S-EPMC3685068 | biostudies-literature

3,4,6-Tri-O-acetyl-1,2-[(S)-ethyl-idene]-β-d-mannopyran-ose.

Project description:In the title compound, C(14)H(20)O(9), the six-membered pyran and the five-membered dioxalane rings adopt chair and twisted conformations, respectively. In the crystal, the mol-ecules are linked by C-H⋯O inter-actions.

| S-EPMC3414970 | biostudies-literature

N-Benzyl-6-de-oxy-3,6-imino-methyl-ene-1,2,3,5-O-tetra-acetyl-?-d-1(S)-epiallo-furan-ose.

Project description:The mol-ecule of the title compound, C(22)H(27)NO(9), an azasugar derivative, consists of one benzene ring and two fused rings, which have the cis arrangement at the ring junctions, and gives a V-shaped geometry. The inter-planar angle between the five- and six-membered rings is 65.69?(11)°. The crystal structure is stablized by weak inter-molecular C-H?O hydrogen bonds.

| S-EPMC3120565 | biostudies-literature

1,5-Anhydro-2-de-oxy-1,2-C-dichloro-methyl-ene-3,4,6-tri-O-(4-meth-oxy-benz-yl)-d-glycero-d-gulo-hexitol.

Project description:The pyranosyl ring in the title compound, C(31)H(34)Cl(2)O(7), adopts a twist-boat conformation. The 4-meth-oxy-benzyl groups are located in equatorial positions with the meth-oxy groups nearly coplanar with their respective rings [dihedral angles of 0.2?(3) and 9.4?(2)°]. The aromatic rings adopt orientations enabling them to participate in C-H?? inter-actions with neighboring meth-oxy groups. The crystal structure is additionally stabilized by weak C-H?O inter-actions.

| S-EPMC3213466 | biostudies-literature

Ethyl 3,6-di-O-benzyl-2-de-oxy-N-phthalimido-1-thio-?-d-glucopyran-oside.

Project description:In the title compound, C(30)H(31)NO(6)S, the plane of the N-phthalimido group is nearly orthogonal to the least-squares plane of the sugar ring (defined by atoms C2, C3, C5 and O5 using standard glucose nomenclature), making a dihedral angle of 72.8?(1)°. The thio-ethyl group has the exo-anomeric conformation. The hy-droxy group forms an inter-molecular hydrogen bond to the O atom in the sugar ring, generating [100] chains. There are four close ?-? contacts with centroid-centroid distances less than 4.0?Å, all with dihedral angles between the inter-acting ? systems of only ? 8°, supporting energetically favourable stacking inter-actions.

| S-EPMC3011472 | 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

2-De-oxy-?-d-arabino-hexopyran-ose.

Project description:The title compound, C(6)H(12)O(5), is the ?-pyran-ose form of the reducing aldose 2-de-oxy-d-arabino-hexose. The six-membered pyran-ose ring adopts a (4)C(1) conformation, with the anomeric hy-droxy group in axial and the other substituents in equatorial positions. In the crystal, each of the four hy-droxy groups acts as an inter-molecular hydrogen-bond donor function, resulting in a three-dimensional hydrogen-bonded network.

| S-EPMC3201514 | biostudies-literature

6-De-oxy-α-l-talopyran-ose.

Project description:X-ray crystallography showed that the title compound, C(6)H(12)O(5), crystallizes in the α-pyran-ose form with the six-membered ring in a chair conformation. The crystal structure exists as a three-dimensional hydrogen-bonded network of mol-ecules with each mol-ecule acting as a donor and aceptor for four hydrogen bonds. The absolute configuration was determined by the use of l-fucose as starting material.

| S-EPMC2962018 | biostudies-literature

(4-Methyl-piperazin-1-yl)(2,3,4-tri-meth-oxy-benzyl-idene)amine.

Project description:In the title compound, C15H23N3O3, the piperazine ring is in a slightly distorted chair conformation and is twisted from the mean plane of the benzene ring making a dihedral angle of 14.94 (6)°. The 4-meth-oxy substituent is almost co-planar with the benzene ring [C-C-O-C torsion angle = 5.4 (1)°], while the meth-oxy groups at positions 2 and 3 [C-C-O-C torsion angles of 122.6 (4) and -66.1 (4)°, respectively] are twisted away from the mean plane of the benzene ring in anti-clinical and synclinical conformations, respectively. No classical hydrogen bonds or any weak inter-molecular inter-actions are observed in the crystal structure.

| S-EPMC3998554 | 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