(R)-3-(tert-Butyl)-4-(2,6-dimethoxyphenyl)-2,2-dimethyl-2,3-dihydrobenzo[d][1,3]oxaphosphole
CAS 2634687-73-1
CAS · 2634687-73-1
Product Overview
(R)-3-(tert-Butyl)-4-(2,6-dimethoxyphenyl)-2,2-dimethyl-2,3-dihydrobenzo[d][1,3]oxaphosphole is a high-purity ligands supplied for industrial and specialty chemical applications. Contact our team for specifications, packaging options and lead times.
Product Specifications
| Appearance | Off-white solid |
|---|---|
| Purity | 97% Min |
| Enantiomeric Excess (Ee) | 99% Min |
| NMR Spectrum | In accordance with the standard |
Applications
This compound is primarily used as a chiral phosphine ligand in asymmetric catalysis. Its rigid oxaphosphole backbone combined with the (R)-stereochemistry allows it to form highly enantioselective complexes with transition metals such as palladium, rhodium, and ruthenium. These metal–ligand complexes are widely employed in asymmetric hydrogenation, allylic substitution, and cross-coupling reactions, which are key for the synthesis of enantiomerically pure pharmaceuticals, fine chemicals, and agrochemical intermediates. The presence of the tert-butyl and dimethoxyphenyl substituents enables fine-tuning of steric and electronic properties, improving catalyst performance. In addition, the compound is used in academic and industrial research for developing novel chiral catalytic systems, optimizing reaction selectivity, and studying reaction mechanisms. Its stability and modularity make it suitable for both small-scale laboratory studies and larger-scale industrial asymmetric synthesis.
Benefits
The compound offers several advantages due to its rigid chiral backbone, steric bulk, and tunable electronic properties. The (R)-configuration provides high enantioselectivity in catalytic reactions, while the tert-butyl group enhances steric shielding, improving both stability and selectivity of metal–ligand complexes. The dimethoxyphenyl group modifies electronic properties, allowing optimization of reaction kinetics and product yield. Its chemical stability and solubility in organic solvents facilitate ease of handling and reproducibility in synthesis. The ligand's design minimizes side reactions and enables predictable catalytic outcomes, supporting high-efficiency processes in both research and industrial applications. These features make it a reliable tool for producing high-purity enantiomerically enriched compounds.
Conclusion
(R)-3-(tert-Butyl)-4-(2,6-dimethoxyphenyl)-2,2-dimethyl-2,3-dihydrobenzo[d][1,3]oxaphosphole (CAS 2634687-73-1) is a versatile and high-performance chiral phosphine ligand. Its rigid and sterically tuned structure allows the formation of stable, enantioselective metal complexes that are critical for asymmetric synthesis. By providing excellent selectivity, stability, and tunability, it supports the production of enantiomerically pure pharmaceuticals and fine chemicals, while also enabling the development of innovative catalytic methodologies in both laboratory and industrial settings.
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