(2R,3S,4R,5R)-5-amino-2,3,4-trihydroxy-6-oxohexyl hydrogen sulfate(CAS: 91674-26-9)

The (2R,3S,4R,5R)-5-amino-2,3,4-trihydroxy-6-oxohexyl hydrogen sulfate has a crystalline form and a molecular weight of approximately 246.27 g/mol. It is slightly soluble in water and has a pKa of 3.4. The compound exhibits reactivity towards nucleophiles and can form stable salts. It is stable under neutral and slightly acidic conditions.

(2R,3S,4R,5R)-5-amino-2,3,4-trihydroxy-6-oxohexyl hydrogen sulfate is typically synthesized through the condensation of an appropriate aldehyde with a chiral amino alcohol, followed by an acylation step. This process involves the use of a suitable catalyst, such as a Lewis acid, to promote the reaction, with a yield of approximately 85%. The selectivity for the desired stereochemistry is achieved through the use of chiral catalysts or chiral auxiliaries.

(2R,3S,4R,5R)-5-amino-2,3,4-trihydroxy-6-oxohexyl hydrogen sulfate is used in pharmaceutical and healthcare industries, where it serves as a chiral intermediate for the synthesis of various drugs. It can also be applied in the polymer industry for the development of biocompatible polymers. Additionally, its hydroxyl and amino functionalities make it useful in sensor technology and semiconductor manufacturing for specific applications.

When handling (2R,3S,4R,5R)-5-amino-2,3,4-trihydroxy-6-oxohexyl hydrogen sulfate, it is essential to use appropriate personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. The substance should be stored in a cool, dry place away from direct sunlight and sources of heat. In case of a spill, neutralize the area with a suitable base and dispose of the material according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed safety information.