1107608-80-9

Basic information

• Product Name: (S) QuinoxP(R)
• Synonyms: (S) QuinoxP;QuinoxP;(S,S)-QuinoxP*;2,3-Bis[(S)-(1,1-dimethylethyl)methylphosphino]quinoxaline;(S,S)-(+)-2,3-Bis(t-butylmethylphosphino)quinoxaline;(S) QuinoxP(R);(S,S)-2,3-Bis(tert-butylmethylphosphino)quinoxaline;3-bis((S)-tert-butyl(methyl)phosphino)quinoxaline
• CAS NO: 1107608-80-9
• Molecular Formula: C₁₈H₂₈N₂P₂
• Molecular Weight: 334.375842
• Product Categories: Chiral Phosphine
• Mol File: 1107608-80-9.mol
• Article Data: 9

Chemical Properties

• Melting Point: 100-105 °C
• Boiling Point: 447.6±45.0 °C(Predicted)
• Appearance: orange/Powder
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -0.54±0.59(Predicted)
• CAS DataBase Reference: (S) QuinoxP(R)(CAS DataBase Reference)
• NIST Chemistry Reference: (S) QuinoxP(R)(1107608-80-9)
• EPA Substance Registry System: (S) QuinoxP(R)(1107608-80-9)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 1107608-80-9(Hazardous Substances Data)

Usage

Reaction

Ligand for the rhodium-catalyzed, asymmetric hydrogenation of dehydroamino acid esters and α-enamides. Ligand for the rhodium-catalyzed, asymmetric 1,4-addition of arylboronic acids to α,β-unsaturated carbonyl compounds. Ligand for the rhodium-catalyzed, asymmetric alkylative ring opening reaction Ligand for the palladium-catalyzed asymmetric allylic alkylation and amination of racemic substrates. Ligand for the ruthenium-catalyzed asymmetric hydrogenation of ketones. Ligand for the rhodium-catalyzed, asymmetric hydroacylation of 1,1-disubstituted alkenes with aldehydes. Ligand for the silver-catalyzed asymmetric nitroso aldol reaction.

Uses

(S,S)-(+)-2,3-Bis(tert-butylmethylphosphino)quinoxaline is a useful reagent for organic synthesis of chiral tetraphenylenes, fused lactones and other useful intermediates.

Upstream product

• 2213-63-0 2,3-dichloroquinoxaline 
• 263768-77-0 (±)-tert-butylmethylphosphine borane 
• 263563-97-9 (-)-(R)-tert-butylmethylphosphine-borane 
• 920505-31-3 C₁₈H₃₄B₂N₂P₂ 
• 263563-97-9 (S)-(tert-butyl)(methyl)phosphine-borane 
• 1338825-24-3 C₁₈H₃₄B₂N₂P₂ 
• 281667-49-0 (R)-tert-butyl(hydroxymethyl)methylphosphine borane 
• 281667-49-0 (rac)-tert-butyl(hydroxymethyl)methylphosphine borane 

Downstream Products

• 1007582-87-7 ((R,R)-(-)-2,3-bis(tert-butylmethylphosphino)quinoxaline)tricarbonylchlororhenium 
• 1007582-83-3 ((R,R)-(-)-2,3-bis(tert-butylmethylphosphino)quinoxaline)dichloroplatinum(II) 
• 952023-91-5 ((R,R)-(-)-2,3-bis(tert-butylmethylphosphino)quinoxaline)dichloropalladium(II) 
• 959705-17-0 bis(2,3-bis(tert-butylmethylphosphino)quinoxaline)aurate(I) chloride 
• 1228170-55-5 (p-fluorophenyl)(pentafluorophenyl)((R,R)-(-)-2,3-bis(tert-butylmethylphosphino)qinoxaline)platinum(II) 
• 1355199-46-0 [Rh((S,S)-QuinoxP*)(cod)]SbF₆ 
• 1355199-46-0 [Rh((R,R)-QuinoxP*)(cod)]SbF₆ 
• 1313600-56-4 bis-[2,3-bis(tert-butylmethylphosphino)quinoxaline]gold(I) chloride 
• 1313600-56-4 bis(2,3-bis(tert-butylmethylphosphino)quinoxaline) gold (I) chloride 
• 1355199-46-0 (R,R)-2,3-bis(tert-butylmethylphosphino)quinoxaline(1,5-cyclooctadiene)rhodium(I) hexafluoroantimonate 

Relevant articles and documents

An air-stable P-chiral phosphine ligand for highly enantioselective transition-metal-catalyzed reactions

A new P-chiral phosphine ligand, (R,R)-2,3-bis(tert-butylmethylphosphino)quinoxaline, has been prepared by the reaction of enantiomerically pure tert-butylmethylphosphine-borane with 2,3-dichloroquinoxaline. This ligand, in contrast to most of the previously reported P-chiral ligands, is an air-stable solid and exhibits excellent enantioselectivities in both Rh-catalyzed asymmetric hydrogenations and Rh- or Pd-catalyzed carbon-carbon bond-forming reactions. Copyright

METHOD FOR PRODUCING 2,3-BISPHOSPHINOPYRAZINE DERIVATIVE, AND METHOD FOR PRODUCING PHOSPHINE TRANSITION METAL COMPLEX

There is provided a method for producing a 2,3-bisphosphinopyrazine derivative, the method comprising a first step of adding a base to a liquid comprising: 2,3-dihalogenopyrazine represented by the following general formula (1); a hydrogen-phosphine borane compound represented by the following general formula (2); and a deboranating agent, and allowing the resultant to react to thereby obtain the 2,3-bisphosphinopyrazine derivative represented by the following general formula (3). According to the present invention, a method for producing the industrially advantageous 2,3-bisphosphinopyrazine derivative can be provided.

Anticancer agent composition

Provided is an anti-cancer agent composition exhibiting excellent solubility and exerting high anti-cancer activity while exhibiting low toxicity. An anti-cancer composition characterized by containing a cyclodextrin compound and a phosphine transition metal complex represented by general formula (1). (In the formula, R1 and R2 represent a linear or branched alkyl group, a cycloalkyl group, a cycloalkyl group having a substituent, an adamantyl group, a phenyl group, or a phenyl group having a substituent, have a carbon number between 1 and 10, and may represent the same group or different groups. R3 and R4 represent a hydrogen atom or a linear or branched alkyl group, have a carbon number between 1 and 6, and may represent the same group or different groups. R3 and R4 may form a saturated or unsaturated ring by bonding to one another and said saturated or unsaturated ring may have a substituent. M represents a transition metal atom selected from among gold, copper, and silver. X- represents an anion.)