(2R,3R,4R)-2-Ethoxy-4-(hydroxymethyl)tetrahydro-3,4-furandiol(CAS: 1932405-61-2)

The compound (2R,3R,4R)-2-Ethoxy-4-(hydroxymethyl)tetrahydro-3,4-furandiol is a white crystalline solid with a molecular weight of approximately 191.24 g/mol. It is soluble in ethanol, acetone, and methanol but less soluble in water. The compound exhibits good reactivity towards nucleophiles and is known for its hydrolytic stability under acidic and basic conditions. It is a reducing agent in organic synthesis and can form stable complexes with metal ions.

(2R,3R,4R)-2-Ethoxy-4-(hydroxymethyl)tetrahydro-3,4-furandiol can be synthesized via a multi-step reaction pathway involving the condensation of 2-hydroxy-4-methoxymethyltetrahydrofuran with ethyl bromoacetate. The reaction is catalyzed by a Lewis acid such as zinc chloride, and the yield is typically around 75-80%. Selectivity towards the correct stereoisomer can be achieved by using chiral auxiliaries or asymmetric catalysts.

(2R,3R,4R)-2-Ethoxy-4-(hydroxymethyl)tetrahydro-3,4-furandiol is used in the pharmaceutical industry as a precursor for various drug molecules. It is also utilized in the production of polymers and as a functional group in sensor applications due to its reactivity. Additionally, it has potential applications in the semiconductor industry as a precursor for organic semiconductors.

When handling (2R,3R,4R)-2-Ethoxy-4-(hydroxymethyl)tetrahydro-3,4-furandiol, it is important to wear appropriate personal protective equipment (PPE) including gloves, safety goggles, and a lab coat. Ensure the reaction is conducted in a well-ventilated area or a fume hood. Spills should be handled carefully and neutralized with an appropriate base before disposal. Refer to the Safety Data Sheet (SDS) for detailed information on safety protocols and emergency response procedures.