Methyl 4-O-benzyl-α-L-rhamnopyranoside

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Methyl 4-O-benzyl-α-l-rhamno­pyrano­side

In the title compound, C14H20O5, an inter-mediate in the synthesis of oligosaccharides, the glycosidic [H-C-O-C(H3)] torsion angle ϕH is 52.3° and the exo-cyclic [H-C-O-C(H2)] torsion angle θH is -11.7°. The hexa-pyran-ose ring has a chair conformation. In the crystal, mol-ecules are linked by O-H⋯O hydrogen bonds, forming chains propagating along [010]. Enclosed within the chains are R 3 (3)(1...

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Synthesis, PASS-Predication and in Vitro Antimicrobial Activity of Benzyl 4-O-benzoyl-α-l-rhamnopyranoside Derivatives

Benzyl α-l-rhamnopyranoside 4, obtained by both conventional and microwave assisted glycosidation techniques, was subjected to 2,3-O-isopropylidene protection to yield compound 5 which on benzoylation and subsequent deprotection of isopropylidene group gave the desired 4-O-benzoylrhamnopyranoside 7 in reasonable yield. Di-O-acetyl derivative of benzoate 7 was prepared to get newer rhamnopyranos...

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Efficient synthesis of building blocks for branched rhamnogalacturonan I fragments.

Starting from allyl 2-O-acetyl-3-O-benzyl-α-l-rhamnopyranoside (3), allyl (2,3,4,6-tetra-O-benzoyl-β-d-galactopyranosyl)-(1→4)-2-O-acetyl-3-O-benzyl-α-l-rhamnopyranoside (5) was synthesized under Helferich conditions. Module 5 was converted to 2,3,4,6-tetra-O-benzoyl-β-d-galactopyranosyl-(1→4)-2-O-acetyl-3-O-benzyl-α-l-rhamnopyranosyl bromide (8) which was then coupled with methyl (allyl 2,3-di...

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Crystal Structure of Methyl 4-amino-4-cyano-4,6-dideoxy-2,3- O-isopropylidene-α-L-talopyranoside

The structure of methyl 4-amino-4-cyano-4,6-dideoxy-2,3-O-isopropylidene-α-Ltalopyranoside was established by X-ray analysis confirming a talo configuration at C-4 and suggesting a C4 conformation of the pyranose ring. The values of relevant torsion angles and calculated puckering parameters revealed a distortion into the direction of E conformation, thus indicating a flattening at C-2.

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1-O-Benzyl-2,3-O-iso­propyl­idene-6-O-tosyl-α-l-sorbo­furan­ose

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 sta...

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ژورنال

عنوان ژورنال: Acta Crystallographica Section E Structure Reports Online

سال: 2014

ISSN: 1600-5368

DOI: 10.1107/s1600536814007922