133545-24-1

Basic information

• Product Name: (R)-(+)-2,2'-Bis(di-p-tolylphosphino)-6,6'-dimethoxy-1,1'-biphenyl,min.97%
• Synonyms: (R)-(+)-2,2'-Bis(di-p-tolylphosphino)-6,6'-dimethoxy-1,1'-biphenyl,min.97%;(R)-(+)-2,2''-BIS(DI-P-TOLYLPHOSPHINO)-6,6''-DIMETHOXY-1,1''-BIPHENYL, MIN. 97%;(R)-(6,6μ-Dimethoxybiphenyl-2,2μ-diyl)bis[bis(4-methylphenyl)phosphine];(R)-p-Tol-MeOBIPHEP, SL-A102-1, (R)-2,2μ-Bis(di-p-tolylphosphino)-6,6μ-dimethoxy-1,1μ-biphenyl;(R)-(+)-2,2'-Bis(di-p-tolylphosphino)-6,6'-dimethoxy-1,1'-biphenyl;(R)-p-Tol-MeOBIPHEP;SL-A102-1;(R)-(6,6'-Dimethoxybiphenyl-2,2'-diyl)bis[bis(4-methylphenyl)phosphine] >=97%, optical purity ee: >=99%
• CAS NO: 133545-24-1
• Molecular Formula: C42H40O2P2
• Molecular Weight: 638.724
• Product Categories: Chiral Phosphine;MeOBIPHEP Series
• Mol File: 133545-24-1.mol

Chemical Properties

• Appearance: white to pale yellow/solid
• CAS DataBase Reference: (R)-(+)-2,2'-Bis(di-p-tolylphosphino)-6,6'-dimethoxy-1,1'-biphenyl,min.97%(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-2,2'-Bis(di-p-tolylphosphino)-6,6'-dimethoxy-1,1'-biphenyl,min.97%(133545-24-1)
• EPA Substance Registry System: (R)-(+)-2,2'-Bis(di-p-tolylphosphino)-6,6'-dimethoxy-1,1'-biphenyl,min.97%(133545-24-1)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 133545-24-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(R)-(+)-2,2'-Bis(di-p-tolylphosphino)-6,6'-dimethoxy-1,1'-biphenyl,min.97% is used as a chiral ligand in the pharmaceutical industry for the synthesis of enantioselective catalysts. These catalysts are essential for the production of chiral drugs, which have different biological activities and are crucial for the development of new medications.
Used in Chemical Industry:
In the chemical industry, (R)-(+)-2,2'-Bis(di-p-tolylphosphino)-6,6'-dimethoxy-1,1'-biphenyl,min.97% is used as a chiral ligand for asymmetric catalysis. This allows for the selective synthesis of enantiomerically pure compounds, which are important in various applications, including the production of agrochemicals, fragrances, and other specialty chemicals.
Used in Research and Development:
(R)-(+)-2,2'-Bis(di-p-tolylphosphino)-6,6'-dimethoxy-1,1'-biphenyl,min.97% is also used in research and development for the study of chiral compounds and their properties. This helps scientists and researchers to better understand the behavior of chiral molecules and develop new methods for their synthesis and application.
Overall, (R)-(+)-2,2'-Bis(di-p-tolylphosphino)-6,6'-dimethoxy-1,1'-biphenyl,min.97% is a versatile and valuable compound with a wide range of applications in various industries, including pharmaceuticals, chemical, and research and development. Its unique properties and potential uses make it an important tool for the development of new technologies and products.

Reaction

In many respects the catalytic profile of the MeOBIPHEP ligands is similar to that of other atropisomeric diphosphines such as binap and its many analogs. The nature of the PR2 group strongly influences the catalytic performance of the metal complexes. The rhodium and ruthenium MeO-BIPHEP catalysts are highly effective for the hydrogenation of various C=O, C=C and C=N bonds and several synthetically useful C-C coupling reactions. Ru and Ir catalyzed dynamic kinetic resolution for the synthesis of hydroxy, amino acid derivatives. Ru-catalyzed asymmetric hydrogenation of ketones and alkenes. Ir catalyzed enantioselective hydrogenation of heteroaromatic compounds. Conjugate addition using 2-heteroaryl titanates and zinc reagents.

Relevant articles and documents

Process for producing optically active gamma-butyrolactone

This invention provides a novel process for producing optically active 3-hydroxy-γ-butyrolactone in a short step, which is superior economically and in efficiency and industrially suitable by using a starting material which is inexpensive and easily available and reagents easy to handle. This invention relates to a process for producing optically active 3-hydroxy-γ-butyrolactone represented by formula I: wherein the symbol * means an asymmetric carbon atom, which comprises hydrogenating an optically active 4-substituted oxy-3-hydroxybutyrate represented by formula II: wherein R1 represents a C1-4 lower alkyl group, R2 represents a protective group for a hydroxyl group deprotected by hydrogenation with a heterogeneous hydrogenation catalyst, and the symbol * has the same meaning as defined above, in the presence of a heterogeneous hydrogenation catalyst and an acidic substance followed by deprotection and simultaneous ring closure thereof.

Method for producing 1-menthol

Provided is a method for the production of 1-menthol, which comprises hydrogenation of piperitenone with a transition metal complex of a specified optically active phosphine to produce pulegone, hydrogenation of the obtained pulegone with a ruthenium-phosphine-amine complex in the presence of base to obtain pulegol, and further hydrogenation of the pulegol with a transition metal catalyst.

Process for preparing oprtically active trimethyllactic acid and its ester

The invention relates to a novel process for preparing optically active trimethyllactic acid and/or its esters by catalytic hydrogenation of trimethylpyruvic acid and/or its esters in the presence of noble metal complex catalysts containing phosphorus ligands.

Chiral phosphorus compounds

Novel chiral phosphorus compounds of the formula STR1 wherein R signifies lower alkyl, R1 signifies phenyl and R2 and R3 signify hydrogen or lower alkoxy, which are suitable in the form of complexes with a metal of Group VIII as catalysts for asymmetric hydrogenations and for enantioselective hydrogen displacements in prochiral allylic systems.

Asymmetrical hydrogenation

There is disclosed a process for the asymmetrical hydrogenation of (E)-2-methyl-3-phenyl-2-propen-1-ol of formula STR1 wherein R1 is as defined herein, to give compounds of formula STR2 The catalyst is a neutral or cationic rhodium complex of a chiral atropisomeric phosphine.