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Usage

Uses

Used in Pharmaceutical Industry:
3-(t-butyl)-4-(2,6-dimethoxyphenyl)-2-(2,4,6-triisopropylbenzyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole is used as a catalyst for Suzuki-Miyaura cross-couplings, a type of chemical reaction widely employed in the synthesis of various pharmaceutical compounds. Its use in this application is due to its ability to form a 1:1 complex with Pd(OAc)2, creating a pre-catalyst that enables the reaction to occur under micellar catalysis in water at room temperature.
Used in Chemical Synthesis:
In the field of chemical synthesis, 3-(t-butyl)-4-(2,6-dimethoxyphenyl)-2-(2,4,6-triisopropylbenzyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole is used as a catalyst to facilitate Suzuki-Miyaura cross-couplings. This application takes advantage of its ability to form a pre-catalyst with Pd(OAc)2, allowing for efficient and selective synthesis of various organic compounds.
Used in Research and Development:
3-(t-butyl)-4-(2,6-dimethoxyphenyl)-2-(2,4,6-triisopropylbenzyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole is also utilized in research and development settings, where its unique molecular structure and catalytic properties can be explored for potential applications in various fields, including materials science, pharmaceuticals, and chemical synthesis.
Enhanced for Catalytic Efficiency:
This product has been specifically enhanced for improved catalytic efficiency, making it a valuable tool in various chemical reactions and processes. Its enhanced properties allow for more efficient and selective reactions, leading to better yields and reduced waste in the synthesis of target compounds.

Upstream product

• 1202032-91-4 tert-butyl(2,6-dimethoxyphenyl)(methyl)phosphine oxide 
• 2785-97-9 (2,6-dimethoxyphenyl)lithium 
• 1202032-95-8 racemic 3-tert-butyl-2,3-dihydrobenzo[d][1,3]oxaphosphol-4-ol oxide 
• 1246888-79-8 3-tert-butyl-3-oxido-2,3-dihydrobenzo[d][1,3]oxaphosphol-4-yl trifluoromethanesulfonate 
• 1246888-86-7 3-(t-butyl)-4-(2,6-dimethoxyphenyl)-2,3-dihydrobenzo[d][1,3]oxaphosphole-3-oxide 
• 166519-14-8 2-(bromomethyl)-1,3,5-triisopropylbenzene 
• 4276-88-4 [2,4,6-tris(1-methylethyl)phenyl]methanol 
• 21524-34-5 2,4,6-triisopropyl-1-bromobenzene 
• 151-10-0 1,3-Dimethoxybenzene 

Relevant academic research and scientific papers

Computationally Assisted Mechanistic Investigation and Development of Pd-Catalyzed Asymmetric Suzuki-Miyaura and Negishi Cross-Coupling Reactions for Tetra- ortho-Substituted Biaryl Synthesis

Metal-catalyzed cross-coupling reactions are extensively employed in both academia and industry for the synthesis of biaryl derivatives for applications to both medicine and material science. Application of these methods to prepare tetra-ortho-substituted

PHOSPHORUS LIGANDS AND METHODS OF USE

In one embodiment, the application discloses ligands, such as a ligand from a dihydrobenzo [1,3] oxaphosphole scaffold, and palladium or other transition metal complexes comprising the ligands and methods for performing cross coupling reactions and asymmetric cross coupling reactions with high selectivity and efficiency, under aqueous micellar catalysis conditions.

HandaPhos: A General Ligand Enabling Sustainable ppm Levels of Palladium-Catalyzed Cross-Couplings in Water at Room Temperature

The new monophosphine ligand HandaPhos has been identified such that when complexed in a 1:1 ratio with Pd(OAc)2, enables Pd-catalyzed cross-couplings to be run using ≤1000 ppm of this pre-catalyst. Applications to Suzuki-Miyaura reactions involving highly funtionalized reaction partners are demonstrated, all run using environmentally benign nanoreactors in water at ambient temperatures.

Ligand-accelerated stereoretentive Suzuki-Miyaura coupling of unprotected 3,3′-dibromo-BINOL

An efficient synthesis of the enantiomerically pure 3,3′-bis-arylated BINOL derivatives is accomplished through the palladium-catalyzed Suzuki-Miyaura coupling of the unprotected 3,3′-dibromo-BINOL with complete retention of enantiopurity. The active cata