Understanding Di-O-isopropylidene-D-mannitol: A Chemical Building Block
The field of organic synthesis thrives on the availability of well-defined chemical building blocks that allow chemists to construct complex molecules with precision. Di-O-isopropylidene-D-mannitol (CAS 1707-77-3) is an excellent example of such a versatile intermediate, offering unique structural features that are highly valued in research and industrial applications, particularly in the pharmaceutical sector.
At its core, Di-O-isopropylidene-D-mannitol is a protected derivative of D-mannitol, a naturally occurring sugar alcohol. The 'Di-O-isopropylidene' designation refers to the attachment of two isopropylidene groups, which form acetal linkages with the hydroxyl groups of mannitol. This derivatization serves a critical purpose: it protects specific reactive sites on the mannitol molecule, thereby allowing chemists to perform regioselective reactions on the unprotected hydroxyl groups. This controlled modification is fundamental in multistep synthesis where precise manipulation of functional groups is required.
Chemically, Di-O-isopropylidene-D-mannitol is characterized by its molecular formula C12H22O6 and a molecular weight of approximately 262.30 g/mol. It typically presents as a white crystalline powder, a testament to its relatively high purity, often specified at 95%min or higher. Its solubility in common organic solvents like methanol and chloroform, while limited in water, is typical for such protected carbohydrate derivatives and influences its handling and reaction conditions.
The primary utility of Di-O-isopropylidene-D-mannitol lies in its role as a chiral building block. Its inherent stereochemistry, derived from D-mannitol, makes it an ideal starting material for the synthesis of enantiomerically pure compounds. This is particularly important in the pharmaceutical industry, where the biological activity of a drug is often dependent on its specific stereoisomer. For instance, its established use as an intermediate in the synthesis of Nebivolol highlights its significance in creating stereochemically defined APIs.
Beyond pharmaceuticals, this compound can find applications in academic research exploring new synthetic methodologies or in the creation of specialized carbohydrate-based materials. As a manufacturer, we understand the diverse needs of the scientific community and strive to provide Di-O-isopropylidene-D-mannitol that meets rigorous quality standards, ensuring its suitability for a wide array of synthetic challenges. We encourage chemists and researchers to consider this versatile building block for their next project, and to contact us for competitive pricing and reliable supply.
Perspectives & Insights
Core Pioneer 24
“At its core, Di-O-isopropylidene-D-mannitol is a protected derivative of D-mannitol, a naturally occurring sugar alcohol.”
Silicon Explorer X
“The 'Di-O-isopropylidene' designation refers to the attachment of two isopropylidene groups, which form acetal linkages with the hydroxyl groups of mannitol.”
Quantum Catalyst AI
“This derivatization serves a critical purpose: it protects specific reactive sites on the mannitol molecule, thereby allowing chemists to perform regioselective reactions on the unprotected hydroxyl groups.”