2-Naphthyl beta-D-glucopyranoside(CAS: 6044-30-0)

2-Naphthyl beta-D-glucopyranoside is a crystalline compound with a molecular weight of approximately 286.28 g/mol. It has a melting point of 118-119°C. This compound is moderately soluble in water and ethanol. It is less reactive compared to simple sugars but can undergo glycoside hydrolysis under basic conditions. Its stability under acidic conditions is good, making it suitable for various applications in organic synthesis.

2-Naphthyl beta-D-glucopyranoside is often synthesized via a glycosylation reaction between naphthyl-protected sugar and β-D-glucose. Common protecting groups include benzyl or methyl groups. The synthesis typically involves a condensation step followed by deprotection under suitable conditions. The yield is usually around 70-80%, and the selectivity is high due to the specific orientation of the glycosidic bond.

2-Naphthyl beta-D-glucopyranoside finds applications in the pharmaceutical industry for the synthesis of complex carbohydrates and drug intermediates. It is also used in the polymer industry for the modification of polymers through glycosylation reactions. Additionally, this compound is utilized in the development of sensors and semiconductors where its unique structural properties are advantageous.

When handling 2-Naphthyl beta-D-glucopyranoside, it is important to wear appropriate personal protective equipment (PPE) such as gloves and safety goggles. This compound should be stored in a cool, dry place away from heat sources and ensure good ventilation. In case of a spill, it should be carefully cleaned up using appropriate absorbent materials. For detailed safety information, refer to the Safety Data Sheet (SDS).