2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl

2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl Basic information
Uses Reactions
Product Name:2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl
Synonyms:2-Dicyclohexylphosphino-2',6'-diMethoxy-1,1'-biphenyl ,98%;2-Dicyclohexylphosphino-2', 6-diMethoxybihenyl;2-DicyclohexylphosphiNA-2',6'-diMethoxybiphenyl;Dicyclohexyl(2',6'-diMethoxy-[1,1'-biphenyl]-2-yl)phosphine;SPhos 97%;2-Dicyclohexylphosphino-2',6'-diMethoxybiphenyl, 6'-diMethoxybiphenyl;2 - dicyclohexyl phosphine - 2 ', 6 '- diMethoxy - 1, 1' - two PCB;2-Dicyclohexylphosphino-2',6'-
CAS:657408-07-6
MF:C26H35O2P
MW:410.53
EINECS:613-838-2
Product Categories:Phosphines;Achiral Phosphine;Aryl Phosphine;Buchwald Ligands Series;Buchwald Ligands&Precatalysts;bc0001
Mol File:657408-07-6.mol
2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl Structure
2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl Chemical Properties
Melting point 164-166°C
Boiling point 513.3±40.0 °C(Predicted)
storage temp. Inert atmosphere,Room Temperature
solubility soluble in Chloroform
form crystal
color white
Sensitive Air Sensitive
InChIKeyVNFWTIYUKDMAOP-UHFFFAOYSA-N
Safety Information
Hazard Codes Xn
Risk Statements 40
Safety Statements 24/25-36/37
WGK Germany 3
TSCA No
HS Code 2931499090
MSDS Information
2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl Usage And Synthesis
UsesSPhos [2-Dicyclohexylphosphino-2′,6′-dimethoxybiphenyl] is an air-stable, electron-rich biaryl phosphine ligand developed by the Buchwald group to enhance the reactivity of palladium catalysis during cross-coupling reactions. 
SPhos may be used as a ligand in the following processes:
• Palladium catalyzed Suzuki-Miyaura cross-coupling reaction between Boc-protected aminomethyltrifluoroborate and aryl chlorides or hetaryl chlorides to form the corresponding aminomethylarenes.• Palladium catalyzed Suzuki-Miyaura cross-coupling reaction between 4-methyl-substituted piperidinylzinc reagent and different aryl or heteroaryl iodides to form various substituted piperidines.• Intramolecular Suzuki-Miyaura coupling to form the 18-membered macrocyclic ring during the multi-step synthesis of riccardin C.
Utilized in conjunction with palladium to form a highly active catalyst for C-N bond formation.
Highly universal ligand for Suzuki-Miyaura coupling; aryl chlorides, hindered biaryls, heterobiaryls.



Reactions
  1. Ligand/palladium catalyst for general Suzuki-Miyaura cross-coupling reactions.
  2. Ligand/palladium catalyst for the Suzuki-Miyaura coupling of aryltrifluoroborates with aryl chlorides.
  3. Ligand/palladium catalyst for the Suzuki-Miyaura reaction of heteroaryl halides and heteroaryl boronic acids and esters.
  4. Ligand/palladium catalyst for the Kumada-Corriu cross-coupling reaction.
  5. Ligand/palladium catalyst for the borylation of aryl halides with pinacol borane.
  6. Suzuki couplings involving amino acids. Synthesis of biaryl derivatives of 4-hydroxyphenyl glycine, tyrosine and tryptophan.
  7. Synthesis of substituted adamantylzinc reagents using Mg-insertion in the presence of zinc chloride.
  8. Highly efficient catalyst for the palladium-catalyzed Suzuki-Miyura reaction of heteroaryl halides and heteroaryl boronic acids
  9. and esters.
Reactions of 657408-07-6
Chemical PropertiesWhite solid
Usessuzuki reaction
UsesS-Phos is a catalyst that is used in the preparation of thiadiazoles as DGAT1 inhibitors with potential in metabolic diseases treatment.
General DescriptionSPhos [2-Dicyclohexylphosphino-2′, 6′-dimethoxybiphenyl] is an air-stable, electron-rich biaryl phosphine ligand developed by the Buchwald group to enhance the reactivity of palladium catalysis during cross-coupling reactions.
2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl Preparation Products And Raw materials
Raw materialsEthyl acetate-->Tetrahydrofuran-->PETROLEUM ETHER-->n-Butyllithium-->Magnesium-->Dimethoxybenzene-->1,2-Dibromobenzene-->Dicyclohexylchlorophosphine
Preparation ProductsBoronic acid, B-(6-phenyl-4-dibenzofuranyl)--->SPhos Pd G1, Methyl t-Butyl Ether Adduct
X-PHOS 2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl 2-(Dicyclohexylphosphino)biphenyl 2-(Dicyclohexylphosphino)-2'-methylbiphenyl CYCLOHEXYLPHOSPHINE Bifendate Diphenyldimethoxysilane DI-N-PENTYLPHENYLPHOSPHINE Dimethyldimethoxysilane DICYCLOHEXYLPHOSPHINE trans-Bifenthtin Dicyclohexylphenylphosphine 2-(DICYCLOHEXYLPHOSPHINO)-2'-HYDROXYBIPHENYL 1,1-Dimethoxyethane 2'-DICYCLOHEXYLPHOSPHINO-2,6-DIMETHOXY-3-SULFONATO-1,1'-BIPHENYL HYDRATE SODIUM SALT 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl 2-DICYCLOHEXYLPHOSPHINO-2',6'-DIISOPROPOXYBIPHENYL

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