861909-30-0

Basic information

• Product Name: R-3,3'-Bis(4-(1,1-diMethylethyl)phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate
• Synonyms: R-3,3'-Bis(4-(1,1-diMethylethyl)phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate;(R)-3,3'-Bis(4-tert-butylphenyl)-1,1'-binaphthyl-2,2'-diyl Hydrogen Phosphate;(R)-3,3'-Bis(4-tert-butylphenyl)-1,1'-binaphthyl-2,2'-diyl Hydrogen Phosphate,99%e.e.;(R)-3,3'-Bis(1,1-dimethylethyl)phenyl)-1,1'-binaphthyl-2,2'-diyl Hydrogen Phosphate;(11bR)-2,6-Bis[4-(1,1-dimethylethyl)phenyl]-4-hydroxy-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin;(11bR)-2,6-Bis[4-(1,1-dimethylethyl)phenyl]-4-hydroxy-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin, 98%, (99% ee)
• CAS NO: 861909-30-0
• Molecular Formula: C40H37O4P
• Molecular Weight: 612.693141
• Mol File: 861909-30-0.mol

Chemical Properties

• Boiling Point: 765.6±70.0 °C(Predicted)
• Appearance: /
• Density: 1.28±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 1.12±0.20(Predicted)
• CAS DataBase Reference: R-3,3'-Bis(4-(1,1-diMethylethyl)phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate(CAS DataBase Reference)
• NIST Chemistry Reference: R-3,3'-Bis(4-(1,1-diMethylethyl)phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate(861909-30-0)
• EPA Substance Registry System: R-3,3'-Bis(4-(1,1-diMethylethyl)phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate(861909-30-0)

Safety Data

• Hazardous Substances Data: 861909-30-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
R-3,3'-Bis(4-(1,1-diMethylethyl)phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate is used as a chiral ligand in asymmetric catalysis for the production of chiral drugs. Its ability to induce chirality in reactions allows for the synthesis of enantiomerically pure compounds, which are essential in the development of effective and safe medications.
Used in Agrochemical Industry:
In the agrochemical industry, R-3,3'-Bis(4-(1,1-diMethylethyl)phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate is utilized as a chiral ligand in asymmetric catalysis for the production of chiral pesticides. The enantioselective synthesis of these compounds helps in creating more targeted and environmentally friendly pest control solutions.
Used in Organic Synthesis:
R-3,3'-Bis(4-(1,1-diMethylethyl)phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate is used as a reagent in organic synthesis, contributing to the formation of various complex organic molecules. Its versatility in reactions makes it a valuable tool for creating a wide range of chemical products.
Used in Synthesis of Optically Active Molecules:
R-3,3'-Bis(4-(1,1-diMethylethyl)phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate is employed in the synthesis of optically active molecules, which have unique properties due to their specific three-dimensional structures. These molecules have applications in various fields, including materials science, pharmaceuticals, and agrochemicals, where their distinct properties can be harnessed for specific uses.

Upstream product

• 861909-33-3 (R)-3,3'-dibromo-1,1'-binaphthalene-2,2'-diyl phosphoric acid 
• 123324-71-0 p-tert-butylphenylboronic acid 
• 35294-28-1 (R)-2,2'-dimethoxy-1,1'-dinaphthyl 
• 18531-94-7 (R)-1,1'-Bi-2-naphthol 
• 189518-78-3 (Ra)-3,3’-diiodo-2,2’-bis(methoxymethoxy)-1,1’-binaphthalene 
• 135-19-3 β-naphthol 

Relevant articles and documents

Enantioselective Oxidative Homocoupling and Cross-Coupling of 2-Naphthols Catalyzed by Chiral Iron Phosphate Complexes

Novel chiral iron phosphate complexes were prepared as catalysts for asymmetric oxidative coupling reactions. These catalysts were applied for the synthesis of enantio-enriched C1- and C2-symmetric BINOLs, in which the 3 and 3′ positions are available for chemical modifications. It was proposed that the reaction takes place via an oxidative radical-anion coupling mechanism. A destructive BINOL racemization that competes with the enantioselective oxidative coupling of 2-naphthols was revealed, thereby offering new insights into this highly important reaction.

Synthesis of novel chiral phosphoric acid-bearing two acidic phenolic hydroxyl groups and its catalytic evaluation for enantioselective Friedel-Crafts alkylation of indoles and enones

A novel chiral phosphoric acid catalyst bearing two acidic phenolic hydroxyl groups was synthesized. Its catalytic activity as a chiral Br?sted acid has been examined in the enantioselective Friedel-Crafts alkylation of indoles and enones as a model reaction. In comparison with the other chiral phosphoric acid catalysts, the reaction catalyzed by the novel chiral catalyst afforded the desired 3-substituted indoles in a higher enantioselectivity (up to 69% ee).

Enantioselective organocatalytic fluorination-induced Wagner-Meerwein rearrangement

Cracked under strain: Strained allylic cyclobutanols and cyclopropanols readily undergo a ring expansion described by the title rearrangement. This reaction is promoted by catalytic amounts of 1 and displays high tolerance with respect to the substrate scope. The corresponding β-fluoro spiroketone products are isolated in high yields and with excellent stereoselectivities. EDG=electron-donating group, EWG=electron-withdrawing group. Copyright

A protecting-group-free route to chiral BINOL-phosphoric acids

A two-step, protecting group-free route for the synthesis of 3,3′-disubstituted and 6,6′-disubstituted chiral BINOL-phosphoric acids has been realized starting from commercially available brominated BINOLs. This synthesis relies on the direct Suzuki coupl

Enantioselective direct aza hetero-Diels-Alder reaction catalyzed by chiral Bronsted acids

(Chemical Equation Presented) The first chiral Bronsted acid-catalyzed asymmetric direct aza hetero-Diels-Alder reaction has been described. The phosphoric acids, prepared from binol and H8-binol derivatives, have shown catalytic ability for th