(S)-(R)-JOSIPHOS

(S)-(R)-JOSIPHOS
  • CAS No.:162291-02-3

Important Notice

  1. This product is a chemical product/pharmaceutical intermediate. It is not a drug, an active pharmaceutical ingredient (API), or a pharmaceutical-grade material. It has not been granted a drug approval number or a Chemical Drug Substance Approval Notice, has not passed drug-related review and approval, and is not manufactured, tested, or released in accordance with pharmaceutical GMP.
  2. This product is intended solely for non-clinical research, process development, quality studies, further chemical processing, or chemical synthesis. It must not be used in drug-product manufacturing, clinical trials, clinical diagnosis, or administration to humans or animals, or be sold, used as an input, submitted for regulatory filing, or released as an API or pharmaceutical material.
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(S)-(R)-JOSIPHOS Basic information
Reactions
Product Name:(S)-(R)-JOSIPHOS
Synonyms:(S)-(+)-1-[(R)-2-(Diphenylphosphino)ferrocenyl]ethyldicyclohexylphosphine ethanol adduct,97% (S)-(R)-JOSIPHOS;(S)-(+)-1-[(R)-2-(Diphenylphosphino)ferrocenyl]ethyldicyclohexylphosphine ethanol adduct (S)-(R)-JOSIPHOS;Josiphos SL-J001-2 / (S)-1-[(RP)-2-(Diphenylphosphino)ferrocenyl]ethyldicyclohexylphosphine;cyclopentane,dicyclohexyl-[(1S)-1-(2-diphenylphosphanylcyclopentyl)ethyl]phosphane,iron;(S)-1-[(RP)-2-(Diphenylphosphino)ferrocenyl]ethyldicyclohexylphosphine >=97%;(2S)-1-[(1S)-1-(Dicyclohexylphosphino)ethyl]-2-(diphenylphosphino)ferrocene;JOSIPHOS SL-J001-2;(S)-(+)-1-[(R)-2-(DIPHENYLPHOSPHINO)FERROCENYL]ETHYLDICYCLOHEXYLPHOSPHINE
CAS:162291-02-3
MF:C36H44FeP210*
MW:594.53
EINECS:
Product Categories:Chiral Phosphine;Ferrocene Series;organophosphine ligand;Josiphos Series
Mol File:162291-02-3.mol
(S)-(R)-JOSIPHOS Chemical Properties
alpha +360° (c 0.5, CHCl3)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
form Powder
color orange
Stability:store cold
Safety Information
Risk Statements 36/37/38
Safety Statements 26-36/37/39
WGK Germany 3
F 10
HS Code 29319090
MSDS Information
ProviderLanguage
SigmaAldrich English
(S)-(R)-JOSIPHOS Usage And Synthesis
Reactions
  1. Ferrocenylphosphine ligands of the type cpFecp(PR2)(*CH(CH3)PR'2) are a class of asymmetric ligands developed at Solvias in Basel, Switzerland. Ligands of this type are currently used industrially in the stereoselective synthesis of commercial products. A unique feature of these bidentate ligands is the presence of a fixed phosphine moiety and a stereogenic,functionalized side chain, which can be easily modified to accommodate electronic and steric requirements. Based on a versatile synthetic procedure starting with optically active ferrocenes of the type cpFecp(PR2)(*CH(CH3)X) [X = OAc or NR2], a variety of donor atoms can be introduced into the side chain.4 These ferrocene based phosphine ligands have wide application in the stereoselective hydrogenation of substituted acetamidoacrylates, enol acetates, β-ketoesters and simple alkenes.
  2. Pd-catalyzed, enantioselective, intramolecular α-substituted cyclic ketones: facile synthesis of functionalized chiral spirobicycles.
  3. Asymmetric boron conjugate addition of α,β-unsaturated carbonyl compounds catalyzed by
  4. CuOTf/Josiphos under non-alkaline conditions.
  5. Chiral amides via copper-catalyzed enantioselective conjugate addition.
  6. Ruthenium-catalyzed enantioselective synthesis of β-amino alcohols from 1,2-diols by “borrowing hydrogen”.
  7. Cobalt-catalyzed asymmetric addition of silylacetylenes to 1,1-disubstituted allenes.
Chemical PropertiesDark orange powder
General Descriptionsold in collaboration with Solvias AG
(S)-(R)-JOSIPHOS Preparation Products And Raw materials
Raw materialsDICYCLOHEXYLPHOSPHINE

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