944450-50-4 Usage
Description
Diacetato(R)-(+)-5,5'-bis[di(3,5-xylyl)phosphino]-4,4'-bi-1,3-benzodioxoleruthenium(II) Ru(OAc)2[(R)-dm-segphos], also known as (S)-Ru(OAc)2(DM-SEGPHOS), is a ruthenium-based organometallic compound that serves as a versatile and efficient catalyst in various chemical reactions. It is characterized by its unique structure, which includes a ruthenium(II) center coordinated to two acetate ligands and a chiral bis(phosphine) ligand, (R)-dm-segphos. This complex plays a crucial role in facilitating enantioselective transformations, enabling the synthesis of biologically active compounds and pharmaceuticals with high enantiomeric purity.
Uses
Used in Asymmetric Hydrogenation Reactions:
(S)-Ru(OAc)2(DM-SEGPHOS) is used as a catalyst for enantioselective asymmetric hydrogenation reactions, which are essential for the production of chiral compounds with a single enantiomer. This application is crucial in the pharmaceutical industry, as it allows for the synthesis of enantiomerically pure drugs with desired biological activities and reduced side effects.
Used in Asymmetric Reductive Amination Reactions:
In asymmetric reductive amination reactions, (S)-Ru(OAc)2(DM-SEGPHOS) serves as a catalyst to selectively form chiral amines with high enantioselectivity. Amines are important building blocks in the synthesis of various pharmaceuticals, agrochemicals, and natural products. The use of this catalyst in asymmetric reductive amination reactions enables the production of enantiomerically pure amines, which are vital for the development of new and improved drugs.
Used in the Total Synthesis of (-)-Tubingensin B:
(S)-Ru(OAc)2(DM-SEGPHOS) is employed as a catalyst in the total synthesis of (-)-tubingensin B, a complex natural product with significant biological activity. The synthesis involves Suzuki-Miyaura coupling and aryne cyclization reactions, which are facilitated by the unique catalytic properties of (S)-Ru(OAc)2(DM-SEGPHOS). This application highlights the potential of this catalyst in the synthesis of complex and biologically relevant molecules, contributing to the discovery of new pharmaceuticals and therapeutic agents.
Check Digit Verification of cas no
The CAS Registry Mumber 944450-50-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 9,4,4,4,5 and 0 respectively; the second part has 2 digits, 5 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 944450-50:
(8*9)+(7*4)+(6*4)+(5*4)+(4*5)+(3*0)+(2*5)+(1*0)=174
174 % 10 = 4
So 944450-50-4 is a valid CAS Registry Number.
944450-50-4Relevant articles and documents
Dynamic Kinetic Asymmetric Reductive Amination: Synthesis of Chiral Primary β-Amino Lactams
Lou, Yazhou,Hu, Yutao,Lu, Jiaxiang,Guan, Fanfu,Gong, Gelin,Yin, Qin,Zhang, Xumu
supporting information, p. 14193 - 14197 (2018/10/15)
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.
