874948-59-1

Basic information

• Product Name: S-3,3'-Bis(phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate
• Synonyms: S-3,3'-Bis(phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate;(S)-3,3'-Diphenyl-1,1'-binaphthyl-2,2'-diyl Hydrogen Phosphate;(11bS)-4-Hydroxy-2,6-diphenyldinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepine 4-oxide;(S)-3,3'-Diphenyl-1,1'-binaphthyl-2,2'-diyl Hydrogen Phosphate,99%e.e.;(11bS)-4-Hydroxy-2,6-diphenyl-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin
• CAS NO: 874948-59-1
• Molecular Formula: C32H22O4P
• Molecular Weight: 501
• Mol File: 874948-59-1.mol

Chemical Properties

• Boiling Point: 755.1±70.0 °C(Predicted)
• Appearance: white to light-yellow/Powder
• Density: 1.43±0.1 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 1.12±0.20(Predicted)
• CAS DataBase Reference: S-3,3'-Bis(phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate(CAS DataBase Reference)
• NIST Chemistry Reference: S-3,3'-Bis(phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate(874948-59-1)
• EPA Substance Registry System: S-3,3'-Bis(phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate(874948-59-1)

Safety Data

• Hazardous Substances Data: 874948-59-1(Hazardous Substances Data)

Usage

Uses

Used in Organic Chemistry:
S-3,3'-Bis(phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate is used as a chiral reagent or catalyst in various organic reactions for its ability to facilitate asymmetric synthesis. Its chiral structure allows for the selective formation of enantiomers, which is crucial in the production of pharmaceuticals and agrochemicals where stereochemistry plays a significant role.
Used in Materials Science:
In the field of materials science, S-3,3'-Bis(phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate is utilized for its potential in chiral recognition and separation techniques. This application is vital for developing materials with specific optical properties or for separating enantiomers in complex mixtures.
Used in Research and Development:
S-3,3'-Bis(phenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate serves as a subject of research to explore its properties and discover new applications in science and technology. Ongoing studies may reveal its potential in creating novel materials or improving existing processes in various industries.
While the provided materials do not specify particular industries or detailed applications, the general uses outlined above are based on the compound's characteristics and potential in the realms of organic chemistry, materials science, and broader scientific research. Further exploration and development could lead to more specific applications in various industries.

Upstream product

• 100-58-3 phenylmagnesium bromide 
• 75640-70-9 (S)-3,3'-diphenyl-2,2'-dihydroxy-1,1'-binaphthyl 
• 18531-94-7 (R)-1,1'-Bi-2-naphthol 
• 189518-78-3 (Ra)-3,3’-diiodo-2,2’-bis(methoxymethoxy)-1,1’-binaphthalene 
• 108-86-1 bromobenzene 
• 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 
• 98-80-6 phenylboronic acid 
• 75684-93-4 (R)-(+)-3,3'-diphenyl-[1,1'-binaphthalene]-2,2'-diol 
• 75714-60-2 (S)-3-bromo-1-(3-bromo-2-methoxynaphthalen-1-yl)-2-methoxynaphthalene 
• 75640-87-8 (S)-2,2'-dimethoxy-1,1'-dinaphthyl 

Relevant articles and documents

Hypercrosslinking chiral Br?nsted acids into porous organic polymers for efficient heterogeneous asymmetric organosynthesis

Here, we developed a construction strategy for directly immobilizing the axially chiral phosphoric acid into hypercrosslinked polymers by a one-pot Friedel-Crafts alkylation reaction. The obtained chiral polymers have high porosity, excellent stability and tailorable catalytic centers, and display excellent activity, enantioselectivity and recyclability for asymmetric transfer hydrogenation.

INHIBITORS OF GLUCOSE TRANSPORTERS (GLUTS)

The present invention relates to 2,6-methanobenzo[g][1]oxacin-4-onecompounds and their analog compounds and pharmaceutically acceptable salts thereof as selective inhibitor of glucose transporters 1 and 3 (GLUTs 1 and 3), to methods of preparing said compounds, and to the use thereof as pharmaceutically active agents, especially for the prophylaxis and/or treatment of metabolic diseases, immunological diseases, autoimmune diseases, inflammation, graft versus host disease, cancer, and metastasis thereof. Furthermore, the present invention is directed to pharmaceutical composition comprising at least one of 2,6-methanobenzo[g][1]oxacin-4-one compounds and their analog compounds.

N-Boc-aminals as easily accessible precursors for less accessible N-Boc-imines: Facile synthesis of optically active propargylamine derivatives using Mannich-type reactions

We developed a facile and practical synthesis of N-Boc-aminals, which can be used as precursors for less accessible N-Boc-imines. Aminals were obtained via simple dehydration condensation reactions of t-butyl carbamate (BocNH2) and various aldehydes in acetic anhydride, followed by filtration and washing with hexane. The obtained N-Boc-alkynylaminals could be successfully applied in enantioselective Mannich-type reactions, catalyzed by chiral phosphoric acids, to afford optically active propargylamine derivatives.

Direct Asymmetric Friedel-Crafts Reaction of Naphthols with Acetals Catalyzed by Chiral Bronsted Acids

The Friedel-Crafts method synthesis of chiral ethers from various acetals and naphthols catalyzed by chiral Bronsted acids with acetic acid as an effective additive is described. We found that the chiral phosphoric acid (R)-TRIP could efficiently catalyze the asymmetric Friedel-Crafts reaction of naphthols with acetals affording chiral ethers in good enantioselectivity and yield.

Bronsted acid-catalyzed, highly enantioselective addition of enamides to in situ-generated ortho-quinone methides: A domino approach to complex acetamidotetrahydroxanthenes

The highly enantioselective conjugate addition of enamides and enecarbamates to in situ-generated ortho-quinone methides, upon subsequent N,O-acetalization, gives rise to acetamido-substituted tetrahydroxanthenes with generally excellent enantio- and dias

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

Chiral phosphoric acid catalyzed asymmetric friedel-crafts alkylation of indoles with nitroolefins

Asymmetric Michael-type Friedel-Crafts (F-C) alkylations of indoles with nitroolefins catalyzed by a chiral H8-BINOL-based phosphoric acid were investigated. The reactions took place very smoothly in the presence of only 5 mol-% of catalyst at

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