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(2R,3R,4S,5S,6R)-3-[(5-Bromo-4-chloro-1H-indol-3-yl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-olate(CAS: 15548-60-4)

(2R,3R,4S,5S,6R)-3-[(5-Bromo-4-chloro-1H-indol-3-yl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-olate
CAS Number

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Basic Information

Molecular Formula
C14H14BrClNO6
Molecular Weight
408.63 g/mol

Physical Properties

Melting Point
243°C(lit.)
Boiling Point
673.9 °C at 760 mmHg
Density
1.882
Flash Point
361.3 °C

Chemical Identifiers

SMILES
C1=CC(=C(C2=C1NC=C2OC3C(C(C(C(O3)CO)O)O)O)Cl)Br
InChIKey
VFKCDXJDSDJFQU-LNNRFACYSA-N

Database References

MDL Number
MFCD00063690

FAQ

The compound is a crystalline solid with a molecular weight of approximately 525.14 g/mol. It has a low solubility in water but is soluble in organic solvents. The compound is reactive towards nucleophiles and can undergo ring-opening reactions. It also shows acidity which can affect its reactivity in aqueous solutions.
This compound is typically synthesized through a multistep process involving the protection of the indole ring, followed by introduction of the bromo and chloro substituents, and subsequent coupling with a tetrahydro-2H-pyran derivative. The synthesis involves the use of protecting groups, such as tert-butyldimethylsilyl (TBS) group, and the use of base catalysts like sodium hydride. The overall yield is moderate, around 50-60%.
This compound is primarily used in pharmaceutical research and development, particularly for the synthesis of indole-based drugs. It is also of interest in polymer chemistry for its potential as a monomer and in sensor technology for its ability to interact with specific analytes.
When handling this compound, appropriate personal protective equipment (PPE) such as gloves, goggles, and lab coat should be worn. It should be stored in a cool, dry place away from direct sunlight and heat sources. Spills should be cleaned up with appropriate absorbent materials and disposed of according to local regulations. Always refer to the Safety Data Sheet (SDS) for specific handling and disposal 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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