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In the realm of organic chemistry and pharmaceutical manufacturing, specific CAS numbers denote compounds that are pivotal for various synthetic processes. CAS 81058-27-7, identified as 2,3,4,6-Tetra-O-pivaloyl-alpha-D-glucopyranosyl Bromide, is one such compound that holds significant importance, particularly as a key intermediate in the synthesis of Dapagliflozin. Understanding its properties and applications is essential for chemists and procurement specialists.
Chemically, 2,3,4,6-Tetra-O-pivaloyl-alpha-D-glucopyranosyl Bromide is a derivative of glucose where the hydroxyl groups at positions 2, 3, 4, and 6 are esterified with pivaloyl groups, and the anomeric hydroxyl is replaced by a bromine atom. The molecular formula is C26H43BrO9, with a molecular weight of approximately 579.52 g/mol. Its physical appearance is typically a white powder, and it is characterized by a high purity, often ≥99%, making it suitable for demanding pharmaceutical applications.
The primary application driving the demand for this compound is its role as an intermediate in the synthesis of Dapagliflozin. Dapagliflozin is a potent SGLT2 inhibitor used to treat type 2 diabetes, and the construction of its unique C-glycosidic bond relies heavily on the reactivity and stereochemistry offered by this glucopyranosyl bromide. As a glycosyl donor, it enables the precise introduction of the glucose moiety onto the aglycone part of the molecule.
For manufacturers producing Dapagliflozin, the availability of high-quality CAS 81058-27-7 is paramount. Sourcing this chemical from a reputable manufacturer ensures that the product meets the rigorous standards required for pharmaceutical intermediates. Factors such as moisture content and impurity profiles are critical. The stability of the compound also necessitates proper storage conditions, typically in a cool, dry, and well-closed container, away from moisture and strong light or heat.
In conclusion, CAS 81058-27-7 is more than just a chemical identifier; it represents a vital building block that underpins the production of a critical medication. For any organization involved in the synthesis or research related to Dapagliflozin, securing a reliable supply of this high-purity intermediate from an expert manufacturer is a strategic necessity. When you need to buy this compound, focus on purity, consistency, and a supplier's commitment to quality.
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