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[(2R,3S,4R,5R,6S)-3,4,6-tris(acetyloxy)-5-acetamidooxan-2-yl]methyl acetate(CAS: 7772-79-4)

[(2R,3S,4R,5R,6S)-3,4,6-tris(acetyloxy)-5-acetamidooxan-2-yl]methyl acetate
CAS Number

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Basic Information

Molecular Formula
C16H23NO10
Molecular Weight
389.36 g/mol

Physical Properties

Melting Point
186-189 ºC
Boiling Point
530.2°C at 760 mmHg
Density
1.3000
Flash Point
274.433°C

Chemical Identifiers

SMILES
CC(=O)NC1C(C(C(OC1OC(=O)C)COC(=O)C)OC(=O)C)OC(=O)C
InChIKey
OVPIZHVSWNOZMN-OXGONZEZSA-N

Database References

MDL Number
MFCD00006595
Beilstein Registry Number
98835

FAQ

The compound [(2R,3S,4R,5R,6S)-3,4,6-tris(acetyloxy)-5-acetamidooxan-2-yl]methyl acetate is a white crystalline solid with a molecular weight of approximately 540.63 g/mol. It has a very low solubility in water but is soluble in common organic solvents such as ethanol and acetone. The compound is moderately reactive, showing some tendency for hydrolysis and ester interchange under basic conditions. It is stable under neutral and acidic conditions.
[(2R,3S,4R,5R,6S)-3,4,6-tris(acetyloxy)-5-acetamidooxan-2-yl]methyl acetate is typically synthesized via a multistep process starting from D-(-)-2-hydroxy-3,4,6-tri-O-acetyl-D-glucopyranose. The synthesis involves the protection of the hydroxyl groups with acetyl groups, followed by the introduction of an acetamide group. The reaction is highly selective and yields the compound in good to excellent purity.
This compound is primarily used in the pharmaceutical industry, where it serves as an intermediate in the synthesis of various drugs. It is also utilized in the polymer industry for the modification of polymers and in the sensor industry for the development of new sensor materials. Additionally, it has potential applications in the semiconductor industry due to its structural complexity and reactivity.
Proper handling of [(2R,3S,4R,5R,6S)-3,4,6-tris(acetyloxy)-5-acetamidooxan-2-yl]methyl acetate requires the use of personal protective equipment (PPE) such as gloves, goggles, and a lab coat. It should be handled in a fume hood to minimize exposure. Spills should be handled with caution, using appropriate absorbent materials, and the area should be flushed with water. The Safety Data Sheet (SDS) should be referenced for detailed emergency procedures and storage conditions.

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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