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Methyl (2S,3R,4S)-2-(beta-D-glucopyranosyloxy)-4-{2-[(3,4,5-trihydroxybenzoyl)oxy]ethyl}-3-vinyl-3,4-dihydro-2H-pyran-5-carboxylate(CAS: 131189-57-6)

Methyl (2S,3R,4S)-2-(beta-D-glucopyranosyloxy)-4-{2-[(3,4,5-trihydroxybenzoyl)oxy]ethyl}-3-vinyl-3,4-dihydro-2H-pyran-5-carboxylate
CAS Number

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Basic Information

Molecular Formula
C24H30O14
Molecular Weight
542.49 g/mol
Physical State
Powder

Chemical Identifiers

SMILES
COC(=O)C1=COC(C(C1CCOC(=O)C2=CC(=C(C(=C2)O)O)O)C=C)OC3C(C(C(C(O3)CO)O)O)O
InChIKey
SMTKSCGLXONVGL-UPIRYGIPSA-N

Database References

MDL Number
MFCD21606970

FAQ

The compound is a crystalline solid with a molecular weight of approximately 634.46 g/mol. It is sparingly soluble in water but soluble in common organic solvents. The compound is reactive towards nucleophiles and exhibits acidity. It can form ester bonds and undergo condensation reactions.
The compound is typically synthesized via a multi-step approach involving condensation of glucopyranosyl chloride with a vinyl ester, followed by hydroxylation and benzoylation. The use of Lewis acids like aluminium trichloride and catalytic amounts of base is common in the synthesis, providing high yield and good selectivity.
The compound is used in the pharmaceutical industry for its potential as a drug intermediate. It may also find applications in the production of polymers and sensors due to its chemical reactivity and structural complexity.
When handling the compound, gloves, goggles, and a lab coat should be worn to protect against skin and eye contact. It should be stored in a cool, dry place away from heat and open flames. In case of spill, the area should be ventilated and the material handled carefully, following standard chemical safety procedures. Always consult the Safety Data Sheet (SDS) for specific handling instructions.

Safety Notice

Please verify product specifications and safety data before use. Contact the supplier for detailed safety information.

Always follow proper handling procedures

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