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(1aS,1bS,2S,5aR,6S,6aS)-2-(beta-D-Glucopyranosyloxy)-1a-(hydroxymethyl)-1a,1b,2,5a,6,6a-hexahydrooxireno[4,5]cyclopenta[1,2-c]pyran-6-yl (2E)-3-(3-hydroxy-4-methoxyphenyl)acrylate(CAS: 51005-44-8)

(1aS,1bS,2S,5aR,6S,6aS)-2-(beta-D-Glucopyranosyloxy)-1a-(hydroxymethyl)-1a,1b,2,5a,6,6a-hexahydrooxireno[4,5]cyclopenta[1,2-c]pyran-6-yl (2E)-3-(3-hydroxy-4-methoxyphenyl)acrylate
CAS Number

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Basic Information

Molecular Formula
C25H30O13
Molecular Weight
538.5 g/mol
Physical State
Powder

Chemical Identifiers

SMILES
COC1=CC=C(\C=C\C(=O)O[C@@H]2[C@@H]3O[C@]3(CO)[C@@H]3[C@H]2C=CO[C@H]3O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C1O
InChIKey
LRHHPZILMPIMIY-GGKKSNITSA-N

Database References

MDL Number
MFCD20274711

FAQ

This compound is a cyclic ether with a sugar moiety and an acrylate ester. It has a molecular weight of approximately 530.4 g/mol. The compound is poorly soluble in water but soluble in organic solvents like ethanol and acetone. It is reactive towards nucleophiles and can undergo acid-catalyzed ring-opening reactions. It crystallizes in the form of white or off-white crystals.
This compound can be synthesized via a multistep process involving the protection of the acrylate group, subsequent ring closure with a sugar derivative, and removal of protecting groups. The synthesis requires the use of protecting agents like benzyl chloride and strong acid conditions for ring closure. Specific catalysts such as palladium complexes might be used for regioselective ring closure.
This compound is primarily used in pharmaceuticals for its potential as a drug candidate due to its chemical structure. It may also find applications in the development of sensors and semiconductors due to its unique functional groups and molecular properties.
Proper personal protective equipment (PPE), including gloves, safety goggles, and lab coat, is essential when handling this compound. It should be stored in a cool, dry environment away from direct sunlight. In case of spill, use appropriate absorbent materials, and consult the Safety Data Sheet (SDS) for detailed instructions on disposal and emergency response procedures.

Safety Notice

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

Always follow proper handling procedures

Contact Information

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Jin Xинlěi

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