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210169-57-6

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210169-57-6 Structure

210169-57-6 Structure
IdentificationBack Directory
[Name]

(S)-(-)-5,5'-Bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole,min.98%(S)-DM-SEGPHOS
[CAS]

210169-57-6
[Synonyms]

(S)-DM-SEGPHOS
(S)-DM-SEGPHOS(R)
(S)-DM-SEGPHOS(R) >=94%
(S)-(-)-DM-SEGPHOS(regR)
(S)-(-)-DM-SEGPHOS®
(S)-(-)-5,5μ-Bis(diphenylphosphino)-4,4μ-bi-1,3-benzodioxole
(S)-(-)-5,5'-Bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole
(S)-(-)-5,5'-Bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole,min.98%(S)-DM-SEGPHOS
(S)-(-)-5,5'-Bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole, min. 98% (S)-(-)-DM-SEGPHOS(R)
[Molecular Formula]

C46H44O4P2
[MDL Number]

MFCD09753008
[MOL File]

210169-57-6.mol
[Molecular Weight]

722.798
Chemical PropertiesBack Directory
[Melting point ]

256-261 °C
[Boiling point ]

816.9±65.0 °C(Predicted)
[storage temp. ]

2-8°C, protect from light, stored under nitrogen
[form ]

Powder
[color ]

off-white to pale yellow
[Optical Rotation]

[α]20/D -61°, c = 0.1 in chloroform
[InChIKey]

XJJVPYMFHXMROQ-UHFFFAOYSA-N
Hazard InformationBack Directory
[Uses]

Catalyst for asymmetric hydrogenation of ketones.
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H335-H319
[Precautionary statements ]

P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
[WGK Germany ]

3
[HS Code ]

2932.99.7000
[Storage Class]

11 - Combustible Solids
Questions And AnswerBack Directory
[Reaction]

  1. Biaryl bisphosphine ligand with narrow dihedral angle. The DM-SEGPHOS ligand, as the ruthenium complex, gives superior enantioselectivity and diastereoselectivity in the asymmetric hydrogenation of α-substituted-β-ketoesters. 
  2. Copper catalyzed enantioselective [3 + 2] cycloaddition as a route to γ–amino ketones and 3-pyrrolidinones.
  3. Palladium catalyzed enantioselective addition of malonates to dihydroisoquinolines.
  4. Ruthenium catalyzed enantioselective synthesis of β amino acids by hydrogenation.
  5. Ruthenium catalyzed asymmetric hydrogenation of 3-quinuclidinone. 
  6. Diastereo- and enantioselective ruthenium-catalyzed hydrohydroxyalkylation of 2-silyl-butadienes. 
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