(S)-N,N-DIMETHYL-1-[(R)-2-(DIPHENYLPHOSPHINO)FERROCENYL]ETHYLAMINE

Base Information

• Chemical Name: (S)-N,N-DIMETHYL-1-[(R)-2-(DIPHENYLPHOSPHINO)FERROCENYL]ETHYLAMINE
• CAS No.: 55650-58-3
• Molecular Formula: C26H28 Fe N P
• Molecular Weight: 441.32600
• Hs Code.: 2931499090
• Mol file: 55650-58-3.mol

Synonyms:Ferrocene,1-[1-(dimethylamino)ethyl]-2-(diphenylphosphino)-, [R-(R*,S*)]-

Chemical Property of (S)-N,N-DIMETHYL-1-[(R)-2-(DIPHENYLPHOSPHINO)FERROCENYL]ETHYLAMINE

Chemical Property:

• Melting Point: 141-143oC
• PSA: 16.83000
• LogP: 4.53500
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Air Sensitive
• Water Solubility.: Insoluble in water.

Purity/Quality:

98%,99%, ^*data from raw suppliers

(S)-N,N-Dimethyl-1-[(R)-2-(diphenylphosphino)ferrocenyl]ethylamine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 22-26-36/37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (S)-(+)-N,N-Dimethyl-1-[(R)-2-(diphenylphosphino)ferrocenyl]ethylamine is the raw material of asymmetric hydrogenation chiral ligands.

Technology Process of (S)-N,N-DIMETHYL-1-[(R)-2-(DIPHENYLPHOSPHINO)FERROCENYL]ETHYLAMINE

There total 1 articles about (S)-N,N-DIMETHYL-1-[(R)-2-(DIPHENYLPHOSPHINO)FERROCENYL]ETHYLAMINE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 55.0%

[2-(α-(dimethylamino)ethyl)-1,1'-ferrocenediyl]phenylphosphine (83560-65-0) + phenyllithium (591-51-5) → N,N-dimethyl-(2-(diphenylphosphino)ferrocenyl)-1-(methyl-1-methylamine) (55700-44-2,60816-98-0,137695-36-4,105088-01-5,74311-54-9,55650-58-3) + (.eta5-(C6H5)2PC5H4)Fe(η5-(CH3C(H)NMe2)C5H4) (85150-25-0,103948-69-2)

Guidance literature:

With water; In diethyl ether; under N2 atm. to etheral soln. phenyllithium at -78°C soln. (Me2NC(CH3)HC5H3)Fe(C5H4)P(C6H5) in ether added dropwise and stirred for 5 min at -78°C before it warmed slowly to room temp., water added; etheral layer separated, dried over anhyd. MgSO4, volume reduced, residue redissolved in chloroform and chromed. with hexane/ether 50/50 as eluent, then with Et2O, solvent removed, product recrystd. at -20°C from hexane; elem. anal.;

Reference yield: 90.0%

dichloro bis(acetonitrile) palladium(II) (21264-30-2,90243-59-7,14592-56-4) + (S)-N,N-dimethyl-1-<(R)-2-(diphenylphosphino)ferrocenyl>ethylamine (55650-58-3) → PdCl2<(S)-(R)-PPFA> (79767-72-9)

Guidance literature:

In benzene; 12 h at room temp.; filtration, washed with benzene, dried in vac., recrystd. from dichloromethane/hexane; elem. anal.;

DOI:10.1021/ja00365a033

Reference yield: 82.0%

(2-methylallyl)palladium-chloride dimer + N,N-dimethyl-(2-(diphenylphosphino)ferrocenyl)-1-(methyl-1-methylamine) (55700-44-2,60816-98-0,137695-36-4,105088-01-5,74311-54-9,55650-58-3) + silver trifluoromethanesulfonate (2923-28-6) → [Pd(η(3)-2-Me-C3H4)Pd((C5H5)Fe(C5H3(CH(Me)NMe2)P(C6H5)2))]OSO2CF3 (193815-95-1)

Guidance literature:

In methanol; dichloromethane; N2-atmosphere; stirring (dark, 1 h); filtering, evapn., pptn. on hexane and Et2O addn., recrystn. (CH2Cl2 / Et2O); elem. anal.;

DOI:10.1021/om9610354

upstream raw materials:

[2-(α-(dimethylamino)ethyl)-1,1'-ferrocenediyl]phenylphosphine

phenyllithium

Downstream raw materials:

dichloro(triphenylphosphine)(1-(N,N-α-dimethylaminoethyl)-2-diphenylphosphino-ferrocene)ruthenium(II)

RuCl(C₈H₁₃)((C₅H₅)Fe(C₂₁H₂₃NP))

PdClCH₃(2-(1-dimethylaminoethyl)-1-diphenylphosphinoferrocene)

Os₃H(CO)8(NO₂)C₅H₅FeC₅H₃CHCH₃N(CH₃)2P(C₆H₅)2

Refernces