99646-28-3

Usage

Uses

Used in Asymmetric Hydroformylation:
(S)-T-BINAP is used as a chiral catalyst ligand for the asymmetric hydroformylation of vinyl acetate. This process is essential for the production of various pharmaceuticals, agrochemicals, and fine chemicals.
Used in Reductive Amination of Ketones:
(S)-T-BINAP is employed as a chiral catalyst for the reductive amination of ketones, which is a crucial step in the synthesis of various biologically active compounds and pharmaceuticals.
Used in Cation Trapping:
(S)-T-BINAP can be used as a catalyst for cation trapping with Pt dications, which is an important process in the synthesis of certain complex organic molecules.
Used in Hydrogenation of Acetamidoacrylic Acid Derivatives:
(S)-T-BINAP serves as a Rh(I)-catalyst for the hydrogenation of acetamidoacrylic acid derivatives, which is a key step in the synthesis of certain pharmaceuticals and agrochemicals.
Used in Asymmetric Mukaiyama-type Aldol Reaction:
The (S)-T-BINAP·AgF complex catalyzes the asymmetric Mukaiyama-type aldol reaction, which is an essential process in the synthesis of various chiral compounds.
Used in Chiral Catalyst for Allylation of N-Tosyl α-Imino Esters:
(S)-T-BINAP may be employed as a chiral catalyst for the allylation of N-tosyl α-imino esters, which is a significant process in the synthesis of various chiral amines and pharmaceuticals.

Reaction

Useful ligand for palladium-catalyzed carbon-oxygen bond formation. Ligand for palladium-catalyzed α-arylation of ketones. Ligand for Cu-catalyzed asymmetric conjugate reduction. Ligand for Cu-catalyzed asymmetric dienolate addition to aldehydes. Enantioselective conjugate reduction of lactones and lactams. Ligand used in the enantioselective cycloaddition of allenylsilanes with α-Imino esters. Catalytic Aldol reaction to ketones. Ligand with rhodium catalyses [2+2+2] cycloaddition reaction of alkenes and alkynes. Ligand used in the copper-catalyzed asymmetric conjugate addition of alkyl Grignard reagents on α,β-unsaturated esters. Ligand used in the copper-catalyzed asymmetric synthesis of cyclopropanes via tandem conjugate addition and intramolecular enolate trapping.

Upstream product

• 100165-87-5 (R)-(+)-2,2'-bis(di-p-tolylphosphinyl)-1,1'-binaphthyl 
• 1342819-36-6 bis(4-methylphenyl)bromophosphine 
• 128544-05-8 (R)-(-)-1,1'-bi-2-naphthol triflate 
• 1019-71-2 chlorodi-p-tolylphosphane 
• 100165-87-5 (S)-[1,1'-binaphthalene]-2,2'-diylbis(di-p-tolylphosphine oxide) 
• 74866-28-7 2,2'-dibromo-1,1'-binaphthyl 
• 141807-44-5 (+/-)-2,2'-bis(trifluoromethanesulfonyloxy)-1,1-binaphthyl 
• 126613-06-7 (S)-2,2'-bis((trifluoromethanesulfonyl)oxy)-1,1'-binaphthyl 
• 100165-87-5 2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl dioxide 
• 4129-40-2 di(p-tolyl)phosphinic chloride 

Downstream Products

• 1613234-48-2 C₅₉H₄₇IrN₂O₄P₂ 
• 577712-50-6 (4R,9aR)-6-benzyloxy-4-methyl-3,4,9,9a-tetrahydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl ester 
• 112065-78-8 diacetato[(S)-(-)-2,2′-bis(di-p-tolylphosphino)-1,1′-binaphthyl]ruthenium(II) 
• 210693-89-3 [(S)-Tol-BINAP]Pd(o-C₆H₄CN)Br 
• 881407-10-9 Pt((S)-(p-tolyl)2PC₁₀H₆C₁₀H₆P(p-tolyl)2)(Ph)Cl 
• 255907-73-4 Pt((S)-(p-tolyl)2PC₁₀H₆C₁₀H₆P(p-tolyl)2)(Me)Cl 
• 112065-78-8 Δ-Ru(OOCCH3)2((S)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl) 

Relevant academic research and scientific papers

NOVEL RUTHENIUM COMPLEX AND PROCESS FOR PRODUCING OPTICALLY ACTIVE ALCOHOL COMPOUND USING SAME AS CATALYST

The present invention provides: a novel ruthenium complex which has excellent catalytic activity with respect to reactivity in the reduction of a multiple bond, in particular, in the asymmetric reduction of a carbonyl compound, enantioselectivity, etc.; a catalyst which comprises the ruthenium complex; and a process for producing optically active compound, in particular, an optically active alcohol compound, using the catalyst. The ruthenium complex has a ruthenacyclic structure. The catalyst is a catalyst for asymmetric reduction which comprises the ruthenium complex.

Improved syntheses of phosphine ligands by direct coupling of diarylbromophosphine with organometallic reagents

Br versus Cl: It is found that the use of diarylbromophosphines instead of diarylchlorophosphines is crucial for their direct coupling with binaphthylmagnesium bromide or BINOL triflate. This finding has led to an improved preparation of both electron-deficient BINAP-type phosphine ligands and several important Buchwald's ligands. Copyright

Stereospecific deoxygenation of phosphine oxides with retention of configuration using triphenylphosphine or triethyl phosphite as an oxygen acceptor

(Chemical Equation Presented) A new protocol for deoxygenation of various phosphine oxides with retention of configuration is described. The advantage of the new method includes milder conditions and considerably shortened reaction times. Mechanistic studies about the oxygen transfer between the starting phosphine oxide and the sacrificial triphenylphosphine are also presented.

PROCESS FOR PREPARATION OF DIPHOSPHINE COMPOUNDS AND INTERMEDIATES FOR THE PROCESS

A production method of a_compound represented by the formula wherein R1a, R1b, R1c, R1d, R1e, R1f, R2a, R2b, R2c R2d, R2e and R2f are the same or different and each is a hydrogen atom and the like, and R3, R4, R5, R6, R7, R8, R9 and R10 are the same or different and each is a hydrogen atom and the like, or a salt thereof, which comprises reacting a compound represented by the formula wherein X is a leaving group and other symbols are as defined above, or a salt thereof, with a phosphine-borane complex represented by the formula wherein the symbols are as defined above, or a salt thereof, in a solvent in the presence of an amine and a nickel catalyst, is provided.

Ruthenium-I0D0-optically active phosphine complex

This invention is concerned with a ruthenium-iodo-optically active bidentate phosphine complex of the formula (I):[Ru-(I)q-(T1)n(SOL)r(L)]m(T2)p(I)s(I)wherein T1 represents a carboxylic acid anion, SOL represents a polar solvent, L represents an optically active bidentate phosphine ligand, T2 represents an anion different from halogen atom anions and carboxylic acid anions, n denotes 0 or 1, r denotes 0, 3 or 4, m denotes 1 or 2, q denotes 0 or 1, or where m is 2, q may represent 1 or 1.5, p denotes 0 or 1, and s denotes 0, 1 or 2 is prepared. Said phosphine complex is usefull as an efficient catalyst for asymmetrically hydrogenating 4-methylene-2-oxetanone into optically active 4-methyl-2-oxetanone.

Process for producing optically active benzhydrol compounds

A process for producing a benzhydrol compound (II) which comprises hydrogenating a benzophenone compound (I) in the presence of a hydrogenation catalyst consisting of a transition metal complex, a base and an optically active diamine compound: STR1 wherein R1 to R10 each represents H, OH, C1-4 alkyl, C1-4 alkoxy, C1-4 alkanoyl, etc., R2 and R3, and R8 and R9 may form --CH=CH--CH=CH--, or any two of R1 to R9 adjacent to each other may be bonded to thereby form --OCH2 O-- or --(CH2)3 --. By using this process, optically active benzhydrol compounds which have a high purity and are useful as, for example, intermediates in the synthesis of drugs can be produced by simple procedures.

N-substituted-7-amino-5-hydroxy-3-oxoheptanoic acid derivatives and method for producing the same

Compounds represented by the following general structural formula (1) and methods for producing the compounds: STR1 R1 represents a group such as benzyloxycarbonyl, R2 represents a lower alkyl group, R3 represents a hydrogen atom or a protecting group, each of M1 and M2 represents a metal atom, and n represents the atomic valence of M1. Intermediates for HMG-CoA reductase inhibitors can be prepared safely and easily from these compounds.

Process for preparing an optically active amine

A novel process for preparing an optically active amine by asymmetric hydrogenation of an imine compound, such as an imine compound prepared by condensing benzylamine and acetophenone, in the presence of a catalytic amount of an iridium-optically active phosphine complex and benzylamine or a benzylamine derivative. The present invention provides an optically active amine of high optical purity.

Process for preparing optically active 4-methyl-2-oxetanone

A process for preparing optically active 4-methyl-2-oxetanone which comprises asymmetrically hydrogenating 4-methylene-2-oxetanone in the presence of a ruthenium-optically active phosphine complex. Optically active 4-methyl-2-oxetanone can easily and economically be obtained at high optical purity.

Process for preparing optically active 4-methyl-2-oxetanone

A process for preparing optically active 4-methyl-2-oxetanone which comprises asymmetrically hydrogenating 4-methylene-2-oxetanone in the presence of a ruthenium-optically active phosphine complex. Optically active 4-methyl-2-oxetanone can easily and economically be obtained at high optical purity.