944450-49-1

Basic information

• Product Name: Diacetato{(R)-(+)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}ruthenium(II) Ru(OAc)2[(R)-dm-segphos]
• Synonyms: Diacetato{(R)-(+)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}ruthenium(II) Ru(OAc)2[(R)-dm-segphos];(R)-Rutheniumdiacetate-(DM-SEGPHOS);Diacetato{(R)-(+)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}ruthenium(II) Ru(OAc)2[(R)-dm-segphos(R)]
• CAS NO: 944450-49-1
• Molecular Formula: C₅₀H₅₀O₈P₂Ru
• Molecular Weight: 943.960602
• Mol File: 944450-49-1.mol

Chemical Properties

• Melting Point: >100°C
• Appearance: yellow to brownish-red to dark green/solid
• Sensitive: air sensitive
• CAS DataBase Reference: Diacetato{(R)-(+)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}ruthenium(II) Ru(OAc)2[(R)-dm-segphos](CAS DataBase Reference)
• NIST Chemistry Reference: Diacetato{(R)-(+)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}ruthenium(II) Ru(OAc)2[(R)-dm-segphos](944450-49-1)
• EPA Substance Registry System: Diacetato{(R)-(+)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}ruthenium(II) Ru(OAc)2[(R)-dm-segphos](944450-49-1)

Safety Data

• Hazardous Substances Data: 944450-49-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Diacetato(R)-(+)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxoleruthenium(II) Ru(OAc)2[(R)-dm-segphos] is used as a catalyst for the direct asymmetric reductive amination of ketones and aldehydes. This process is crucial for the synthesis of enantioenriched amines, which are key building blocks in the production of various pharmaceuticals and agrochemicals. The use of Diacetato{(R)-(+)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}ruthenium(II) Ru(OAc)2[(R)-dm-segphos] allows for the efficient and selective synthesis of these amines, contributing to the development of new and improved drugs.
Used in Chemical Synthesis:
In the field of chemical synthesis, Diacetato(R)-(+)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxoleruthenium(II) Ru(OAc)2[(R)-dm-segphos] is employed as a catalyst for the direct asymmetric reductive amination of ketones and aldehydes. This reaction is an important method for the preparation of chiral amines, which are widely used as intermediates in the synthesis of various organic compounds, including natural products, pharmaceuticals, and agrochemicals. The use of Diacetato{(R)-(+)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}ruthenium(II) Ru(OAc)2[(R)-dm-segphos] as a catalyst enables the selective formation of the desired enantiomer, improving the overall efficiency and selectivity of the synthesis process.
Used in Research and Development:
Diacetato(R)-(+)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxoleruthenium(II) Ru(OAc)2[(R)-dm-segphos] is also used in research and development settings to explore new methods and strategies for asymmetric catalysis. The unique structure and properties of Diacetato{(R)-(+)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}ruthenium(II) Ru(OAc)2[(R)-dm-segphos] make it an attractive candidate for the development of new catalytic systems and the investigation of reaction mechanisms. By studying the behavior of Diacetato{(R)-(+)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxole}ruthenium(II) Ru(OAc)2[(R)-dm-segphos] in various reactions, researchers can gain valuable insights into the factors that govern enantioselectivity and develop new strategies for the synthesis of chiral compounds.

Upstream product

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Relevant articles and documents

Dynamic Kinetic Asymmetric Reductive Amination: Synthesis of Chiral Primary β-Amino Lactams

A highly efficient ruthenium-catalyzed asymmetric reductive amination (ARA) of racemic β-keto lactams with molecular hydrogen and ammonium salts is disclosed for the synthesis of enantiomerically pure primary amino lactams through dynamic kinetic resolution (DKR). By this approach, a range of syn primary β-amino lactams were obtained in high yields with high chemo-, enantio-, and diastereoselectivity (up to 98 % yield, 99 % ee, >20:1 d.r., syn products). The utility of the products has been demonstrated by rapid access to a key synthetic intermediate towards biologically active drug molecules. Meanwhile, mechanistic studies and control experiments indicate that the reaction may proceed through the hydrogenation of an iminium intermediate.

METHOD FOR PRODUCING A RUTHENIUM COMPLEX

Provided is a method for producing a ruthenium complex comprises the step of reacting a ruthenium compound represented by general formula (1): [in-line-formulae][RuX(L)(PP)]X ??(1),[/in-line-formulae] wherein Ru represents a ruthenium atom; X represents a halogen atom; L represents an arene; and PP represents an optically active bisphosphine, with a carboxylate salt represented by general formula (2): [in-line-formulae]R1CO2M ??(2),[/in-line-formulae] wherein M represents a monovalent cation; and R1 represents a group selected from the group consisting of alkyl groups, haloalkyl groups, phenyl groups optionally having a substituent(s), 1-aminoalkyl groups and 1-amino-1-phenylalkyl groups, to produce a ruthenium complex represented by general formula (3): [in-line-formulae]Ru(OCOR1)2(PP) ??(3),[/in-line-formulae] wherein R1 represents the group selected from the group consisting of alkyl groups, haloalkyl groups, phenyl groups optionally having a substituent(s), 1-aminoalkyl groups and 1-amino-1-phenylalkyl groups; and PP represents the optically active bisphosphine.