1217901-32-0

Basic information

• Product Name: S-3,3'-Bis(4-(1,1-diMethylethyl)phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate
• Synonyms: S-3,3'-Bis(4-(1,1-diMethylethyl)phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate;(S)-3,3'-Bis(4-tert-butylphenyl)-1,1'-binaphthyl-2,2'-diyl Hydrogen Phosphate;(S)-3,3'-Bis(4-tert-butylphenyl)-1,1'-binaphthyl-2,2'-diyl Hydrogen Phosphate,99%e.e.;(S)-3,3'-Bis(1,1-dimethylethyl)phenyl)-1,1'-binaphthyl-2,2'-diyl Hydrogen Phosphate;(11bS)-2,6-Bis[4-(1,1-dimethylethyl)phenyl]-4-hydroxy-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin
• CAS NO: 1217901-32-0
• Molecular Formula: C40H38O4P
• Molecular Weight: 614
• Mol File: 1217901-32-0.mol
• Article Data: 5

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: S-3,3'-Bis(4-(1,1-diMethylethyl)phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate(CAS DataBase Reference)
• NIST Chemistry Reference: S-3,3'-Bis(4-(1,1-diMethylethyl)phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate(1217901-32-0)
• EPA Substance Registry System: S-3,3'-Bis(4-(1,1-diMethylethyl)phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate(1217901-32-0)

Safety Data

• Hazardous Substances Data: 1217901-32-0(Hazardous Substances Data)

Usage

Description

S-3,3'-Bis(4-(1,1-diMethylethyl)phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate is a complex organic compound that is a hydrogenphosphate derivative of 1,1'-binaphthalene. This rigid and chiral molecule is characterized by its unique structure, which features two 1,1'-binaphthyl groups. It is commonly utilized in asymmetric synthesis and catalysis due to its chiral properties, making it a valuable component in the development of new materials, pharmaceuticals, and specialty chemicals.

Uses

Used in Organic Chemistry:
S-3,3'-Bis(4-(1,1-diMethylethyl)phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate is used as a chiral ligand in transition metal catalysis for its ability to influence the stereochemistry of reactions, leading to the production of enantiomerically pure compounds.
Used in Asymmetric Synthesis:
In the field of asymmetric synthesis, S-3,3'-Bis(4-(1,1-diMethylethyl)phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate is used as a chiral auxiliary to induce stereoselectivity in chemical reactions, which is crucial for the synthesis of biologically active molecules with a single enantiomer.
Used in Chiral Separation Techniques:
S-3,3'-Bis(4-(1,1-diMethylethyl)phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate is also utilized in chiral separation techniques, where its unique structure aids in the resolution of enantiomers, an essential process in the purification of chiral drugs and other biologically relevant molecules.
Used in the Development of New Materials:
S-3,3'-Bis(4-(1,1-diMethylethyl)phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate contributes to the development of new materials with specific properties, such as those used in sensors, optoelectronics, and advanced materials for various industrial applications.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, this compound is used in the synthesis of chiral drugs, where its chiral properties are harnessed to create molecules with desired biological activities and reduced side effects.
Used in Specialty Chemicals:
S-3,3'-Bis(4-(1,1-diMethylethyl)phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate is employed in the production of specialty chemicals that have unique applications in various industries, such as fragrances, agrochemicals, and other high-value chemical products.

Upstream product

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

Relevant articles and documents

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

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 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