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136705-77-6

136705-77-6 Structure

136705-77-6 Structure
IdentificationBack Directory
[Name]

(-)-1,2-BIS((2R,5R)-2,5-DIETHYLPHOSPHOLANO)BENZENE(CYCLOOCTADIENE)RHODIUM(I)TRIFLUOROMETHANESULFONATE
[CAS]

136705-77-6
[Synonyms]

(R,R)-ET-DUPHOS-RH
Bisdiethylphospholanobenzenecyclooctadienerhodiumtrifluorometanesulfon
(-)-1,2-BIS-((2R,5R)DIETHYLPHOSPHOLANO)BENZENE(CYCLOOCTADIENE)RHODIUM(I) TRIFLATE
(-)-1,2-Bis[(2R,5R)-diethylphospholano)benzene(cyclooctadiene]rhodium(I) triflate,98%
(-)-1,2-Bis((2R,5R)-2,5-diethylphospholano)benzene(cyclooctadiene)rhodium(I) trifluoromethanesulfona
(+)-1,2-Bis((2S,5S)-2,5-diethylphospholano)benzene(cyclooctadiene)rhodium(I) trifluoromethansulfonate
(-)-1,2-BIS(2R,5R)-2,5-(DIETHYLPHOSPHOLONO)BENZENE(CYCLOACTADIENE)RHODIUM(I)TRIFLUOROMETHANESULFONATE
(-)-1,2-BIS((2R,5R)-2,5-DIETHYLPHOSPHOLANO)BENZENE(CYCLOOCTADIENE)RHODIUM(I)TRIFLUOROMETHANESULFONATE
1,2-Bis[(2R,5R)-2,5-diethylphospholano]benzene(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate
(-)-1,2-Bis((2R,5R)-2,5-diethylphospholano)benzene(cyclooctadiene)rhodium(I)trifluoromethanesulfonate(r,r)-et-duphos-rh
(-)-1,2-Bis((2R,5R)-2,5-diethylphospholano)benzene(cyclooctadiene)rhodium(I)trifluoromethanesulfonate,98+%(R,R)-Et-DUPHOS-Rh
(-)-1,2-Bis((2R,5R)-2,5-diethylphospholano)benzene(1,5-cyclooctadiene)rhodiuM(I) trifluoroMethanesulfonate (R,R)-Et-DUPHOS-Rh
(-)-1,2-Bis((2R,5R)-2,5-diethylphospholano)benzene(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate, 98+% (R,R)-Et-DUPHOS-Rh
[Molecular Formula]

C31H48F3O3P2RhS
[MDL Number]

MFCD00269860
[MOL File]

136705-77-6.mol
[Molecular Weight]

722.62
Chemical PropertiesBack Directory
[Appearance]

orange to orange-brown crystals
[storage temp. ]

Refrigerator (+4°C)
[form ]

crystal
[color ]

orange
[Sensitive ]

Air Sensitive
[Exposure limits]

ACGIH: TWA 1 mg/m3
NIOSH: IDLH 100 mg/m3; TWA 0.1 mg/m3
[InChIKey]

HZLILTNLWVOBFS-KYOOHHHUSA-M
[SMILES]

[Rh+].[O-]S(=O)(=O)C(F)(F)F.C1CC=CCCC=C1.CC[C@@H]2CC[C@@H](CC)P2c3ccccc3P4[C@H](CC)CC[C@H]4CC
Hazard InformationBack Directory
[Chemical Properties]

orange to orange-brown crystals
[Uses]

DuPhos and BPE Ligands: Highly Efficient Privileged Ligands

Catalyst for:
  • Stereoselective synthesis of δ-amino acid derivatives via asymmetric hydrogenation of acetylaminopentenoic acid derivatives
  • Stereoselective synthesis of manzacidins A and C via stereoselective hydrogenation
  • Stereoselective synthesis of tetracyclic core of manzamine A via Rh-catalyzed asymmetric hydrogenation, diastereoselective Diels-Alder reaction, Eschenmoser-Tanabe fragmentation, Chang′s amide formation, and Hofmann rearrangement
  • Asymmetric preparation of chiral Cbz-aminodifluorobutyric acid Me ester and its analogs
  • Biphasic catalytic hydrogenations in ionic liquids with addition of water as a second solvent
  • Preparation of cyclobutane-containing amino acids via asymmetric hydrogenations of cyclobutyl enamides
  • Asymmetric preparation of both enantiomers of (dimethoxycoumaryl)alanine as suitable fluorescent peptide labels
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264-P271-P280-P302+P352-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

24/25-36/37-26
[WGK Germany ]

3
[HS Code ]

29310099
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Questions And AnswerBack Directory
[Reaction]

  1. The DUPHOS family of catalysts is highly efficient for the asymmetric hydrogenation of various substituted acetamidoacrylates and enol acetates yielding products of high enantiomeric excesses. Efficient ligand for the asymmetric hydrogenation of tetrasubstituted enamides.
  2. Forms superior catalysts for asymmetric reductive aminations.
  3. Catalyst used for the asymmetric hydrogenation of enol phosphonates.
  4. A novel enantioselective synthesis of β-amino alcohols and 1,2-diamines.
  5. Ligand for the catalytic asymmetric [4+1] cycloaddition of vinylallenes with CO.
  6. Ligand for the Rh-catalyzed asymmetric enyne cycloisomerization.
  7. Catalytic enantioselective addition of dialkylzinc to N-Diphenylphosphinoylimines.
  8. Palladium catalyzed asymmetric phosphination.
Reactions of 136705-77-6_1
Reactions of 136705-77-6_2
Reactions of 136705-77-6_3
Reactions of 136705-77-6_4
Reactions of 136705-77-6_5
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