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693235

Sigma-Aldrich

(S)-Ru(OAc)2(DM-SEGPHOS®)

Synonym(s):

Diacetato[(S)-(−)-5,5′-bis[di(3,5-xylyl)phosphino]-4,4′-bi-1,3-benzodioxole]ruthenium(II)

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About This Item

Empirical Formula (Hill Notation):
C50H50O8P2Ru
CAS Number:
Molecular Weight:
941.94
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

form

powder

storage temp.

2-8°C

InChI

1S/C46H44O4P2.2C2H4O2.Ru/c1-27-13-28(2)18-35(17-27)51(36-19-29(3)14-30(4)20-36)41-11-9-39-45(49-25-47-39)43(41)44-42(12-10-40-46(44)50-26-48-40)52(37-21-31(5)15-32(6)22-37)38-23-33(7)16-34(8)24-38;2*1-2(3)4;/h9-24H,25-26H2,1-8H3;2*1H3,(H,3,4);/q;;;+2/p-2

InChI key

ACKYBTAGKAINOG-UHFFFAOYSA-L

Application

(S)-Ru(OAc)2(DM-SEGPHOS®) can be used as a catalyst in:
  • The enantioselective asymmetric hydrogenation reaction.
  • The asymmetric reductive amination reaction.
  • The total synthesis of (-)-tubingensin B via Suzuki-Miyaura coupling and aryne cyclization reactions.

Legal Information

Sold in collaboration with Takasago for research purposes only. JP Registration No. 3148136
SEGPHOS is a registered trademark of Takasago Intl. Corp.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Direct asymmetric reductive amination
Steinhuebel D, et al.
Journal of the American Chemical Society, 131(32), 11316-11317 (2009)
Total synthesis of (-)-tubingensin B enabled by the strategic use of an aryne cyclization
Corsello MA, et al.
Nature Chemistry, 9(10), 944-944 (2017)
New chiral phosphorus ligands for enantioselective hydrogenation
Tang W and Zhang X
Chemical Reviews, 103(8), 3029-3070 (2003)

Articles

Hydrogenation, Asymmetric Catalysis, Binap, SEGPHOS®, Aldol reaction, Alkenylation, Arylation, Mannich reaction, Fluorination, Michael addition, Hydrosilylation, Cycloaddition, Takasago

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