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Specifications
| Appearance: | White crystalline powder |
| Assay (HPLC): | 99.5% min |
| EE value (HPLC): | 99.5% min |
| Specific optical rotation [α]20/D=1 in THF: | +34° ± 0.5° |
| Melting point: | 208–211℃ |
| Loss on drying: | 0.2% max |
| Related impurities: | 0.1% max |
Applications
(R)-(+)-1,1-Bi-2-naphthol is primarily used as a chiral ligand or catalyst precursor in asymmetric organic synthesis. It forms complexes with metals such as titanium, aluminum, or copper to catalyze enantioselective reactions including asymmetric epoxidation, dihydroxylation, hydrogenation, and addition reactions. In medicinal chemistry, it enables the synthesis of enantiomerically pure intermediates and active pharmaceutical ingredients, which is crucial for drug safety and efficacy. The compound is also applied in fine chemical synthesis to produce chiral building blocks for agrochemicals, fragrances, and natural product derivatives. Additionally, it serves as a reference material for chiral chromatography and enantiomeric purity analysis in analytical chemistry.
Benefits
The benefits of (R)-(+)-1,1-Bi-2-naphthol include its high enantiomeric purity, robust chemical stability, and versatility as a chiral inducer. Its rigid binaphthol scaffold ensures predictable stereochemical outcomes in catalytic reactions, improving selectivity and yield. The compound's solubility in common organic solvents allows easy incorporation into various reaction systems, while its thermal and chemical stability ensures reliable performance in multi-step syntheses. By serving as a chiral ligand, it significantly enhances the efficiency of asymmetric reactions, enabling the production of high-value enantiopure molecules for pharmaceuticals and fine chemicals.
Conclusion
In summary, (R)-(+)-1,1-Bi-2-naphthol is a chiral binaphthol widely used in asymmetric synthesis, pharmaceutical development, and fine chemical production. Its rigid, optically active structure and high enantiomeric purity make it an indispensable chiral ligand for enantioselective catalysis. With its versatility, stability, and ability to induce high stereoselectivity, it is a critical tool for the synthesis of enantiomerically pure compounds and advanced chiral molecules.
