• 1. The advent of recyclable CO2-based polycarbonates
  Fabiana Siragusa,Christophe Detrembleur,Bruno Grignard Polym. Chem. 2023 14 1164

• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Primary alcohols
• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Alcohols and polyols Primary alcohols
• Solvents and Organic Chemicals Organic Compounds Alcohol/Ether

Introduction to (1R,2R)-1,2-Cyclohexanedimethanol (CAS No. 65376-05-8)

(1R,2R)-1,2-Cyclohexanedimethanol, identified by its Chemical Abstracts Service (CAS) number 65376-05-8, is a significant compound in the field of pharmaceutical chemistry and bioorganic synthesis. This chiral diol, with its specific stereochemistry, has garnered considerable attention due to its versatile applications in drug development and material science. The compound's unique structural features make it a valuable intermediate in the synthesis of complex molecules, particularly in the creation of enantiomerically pure pharmaceuticals.

The stereochemical configuration of (1R,2R)-1,2-Cyclohexanedimethanol is crucial for its biological activity and chemical reactivity. The presence of two hydroxyl groups at the 1 and 2 positions of the cyclohexane ring imparts a high degree of flexibility while maintaining a rigid framework that can be exploited in molecular design. This flexibility allows for the formation of various hydrogen bonding interactions, which are essential for the compound's role as a building block in medicinal chemistry.

In recent years, there has been a growing interest in the development of enantiomerically pure compounds for pharmaceutical applications. The demand for such compounds stems from their improved efficacy and reduced side effects compared to racemic mixtures. (1R,2R)-1,2-Cyclohexanedimethanol exemplifies this trend, as it serves as a key intermediate in the synthesis of several bioactive molecules. Its chiral center at the 1-position and another at the 2-position make it an ideal candidate for constructing complex stereocenters in drug candidates.

One of the most notable applications of (1R,2R)-1,2-Cyclohexanedimethanol is in the synthesis of β-blockers, a class of drugs widely used to treat cardiovascular diseases. These medications are known for their ability to reduce heart rate and blood pressure by blocking the effects of adrenaline on the heart and blood vessels. The stereochemistry of β-blockers is critical for their pharmacological activity, and (1R,2R)-1,2-Cyclohexanedimethanol plays a pivotal role in ensuring the correct stereochemical configuration.

The compound has also found utility in the development of antiviral agents. Recent studies have highlighted its role as a precursor in synthesizing molecules that inhibit viral replication. The hydroxyl groups in (1R,2R)-1,2-Cyclohexanedimethanol facilitate various chemical transformations that are essential for constructing complex antiviral scaffolds. These transformations include etherification, esterification, and glycosylation reactions, which are commonly employed in medicinal chemistry to enhance drug potency and selectivity.

In addition to its pharmaceutical applications, (1R,2R)-1,2-Cyclohexanedimethanol has been explored in materials science. Its ability to form stable hydrogen bonds makes it an attractive candidate for polymer chemistry and supramolecular assembly. Researchers have utilized this compound to develop novel materials with specific properties such as high thermal stability and biodegradability. These materials have potential applications in biomedicine, environmental science, and industrial manufacturing.

The synthesis of (1R,2R)-1,2-Cyclohexanedimethanol typically involves asymmetric reduction or chiral resolution techniques to ensure high enantiomeric purity. Asymmetric reduction using catalysts such as ruthenium-based complexes has been particularly effective in achieving high yields and selectivity. These methods align with the growing emphasis on green chemistry principles, which prioritize sustainable and environmentally friendly synthetic routes.

Recent advancements in computational chemistry have further enhanced the understanding of how (1R,2R)-1,2-Cyclohexanedimethanol interacts with biological targets. Molecular modeling studies have provided insights into its binding affinity and mode of action at various receptors. These insights are invaluable for rational drug design and optimization efforts aimed at improving therapeutic efficacy while minimizing adverse effects.

The compound's versatility extends to its role as a ligand in catalytic systems. Transition metal complexes incorporating hydroxyl-functionalized ligands have shown promise in various catalytic applications including cross-coupling reactions and hydrogenation processes. The unique steric and electronic properties of (1R,2R)-1,2-Cyclohexanedimethanol make it an effective ligand design candidate for developing novel catalysts with enhanced performance.

The future prospects for (1R,2R)-1,2-Cyclohexanedimethanol are promising as research continues to uncover new applications across multiple disciplines. Its significance as an intermediate in pharmaceutical synthesis underscores its importance in advancing drug discovery efforts aimed at addressing unmet medical needs. As synthetic methodologies evolve and new technologies emerge，the utility of this compound is expected to expand even further。

• 3971-28-6(1,3-Cyclohexanedimethanol)
• 15753-50-1((1R,2S)-rel-1,2-Cyclohexanedimethanol)
• 13828-37-0(Cyclohexanemethanol,4-(1-methylethyl)-, cis-)
• 3236-48-4(trans-[4-(hydroxymethyl)cyclohexyl]methanol)
• 105-08-8(1,4-Cyclohexanedimethanol)
• 5502-75-0(4-(propan-2-yl)cyclohexylmethanol)
• 100-49-2(Cyclohexanemethanol)
• 3971-29-7(1,2-Cyclohexanedimethanol)
• 221909-12-2(Cyclohexanemethanol,2-(1-methylethyl)-)
• 13674-19-6(Cyclohexanemethanol,4-(1-methylethyl)-, trans-)