210169-57-6

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210169-57-6 Structure

Identification	Back 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 Properties	Back Directory
[Melting point ] 256-261 °C
[Boiling point ] 816.9±65.0 °C(Predicted)
[form ] Powder
[color ] off-white to pale yellow
[optical activity] [α]20/D -61°, c = 0.1 in chloroform

Hazard Information	Back Directory
[Uses] Catalyst for asymmetric hydrogenation of ketones.

Safety Data	Back Directory
[Symbol(GHS) ] 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

[Reaction]

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.
Copper catalyzed enantioselective [3 + 2] cycloaddition as a route to γ–amino ketones and 3-pyrrolidinones.
Palladium catalyzed enantioselective addition of malonates to dihydroisoquinolines.
Ruthenium catalyzed enantioselective synthesis of β amino acids by hydrogenation.
Ruthenium catalyzed asymmetric hydrogenation of 3-quinuclidinone.
Diastereo- and enantioselective ruthenium-catalyzed hydrohydroxyalkylation of 2-silyl-butadienes.

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