373650-12-5 Usage
Description
Diacetato[(S)-(-)-5,5'-bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole]ruthenium(II), also known as (S)-Ru(OAc)2(SEGPHOS), is a complex organometallic compound that features a ruthenium(II) center coordinated to a SEGPHOS ligand. Diacetato[(S)-(-)-5,5'-bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole]ruthenium(II) is characterized by its unique structure and catalytic properties, making it a valuable asset in various chemical reactions and industrial applications.
Uses
Used in Pharmaceutical Industry:
Diacetato[(S)-(-)-5,5'-bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole]ruthenium(II) is used as a catalyst for the preparation of highly chemo, enantio, and diastereoselective primary β-amino lactams. This application is crucial in the synthesis of biologically active molecules and pharmaceuticals, as it allows for the production of enantiomerically pure compounds with improved efficacy and reduced side effects.
Used in Chemical Synthesis:
In the field of chemical synthesis, Diacetato[(S)-(-)-5,5'-bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole]ruthenium(II) is used as a catalyst for the synthesis of chiral primary diarylmethylamines and sterically bulky benzylamines from diaryl and sterically hindered ketones via asymmetric reductive amination reaction. This process is essential for the production of various chiral compounds with potential applications in the pharmaceutical, agrochemical, and fragrance industries.
Used in Renewable Energy Industry:
Diacetato[(S)-(-)-5,5'-bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole]ruthenium(II) is also used as a catalyst in the conversion of levulinic acid to optically active γ-valerolactone via asymmetric hydrogenation reaction. This process is significant in the development of renewable energy sources and sustainable chemical production, as levulinic acid is a biomass-derived platform molecule that can be converted into valuable chemicals and fuels.
Reaction
Highly active highly enantioselective catalyst for hydrogenation of functionalized ketones. The acetate salts are frequently used for hydrogenation of allyl alcohols, unsaturated carboxylic acids and reductive amination.
Asymmetric hydrogenation of substituted allyl alcohols.
Check Digit Verification of cas no
The CAS Registry Mumber 373650-12-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 3,7,3,6,5 and 0 respectively; the second part has 2 digits, 1 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 373650-12:
(8*3)+(7*7)+(6*3)+(5*6)+(4*5)+(3*0)+(2*1)+(1*2)=145
145 % 10 = 5
So 373650-12-5 is a valid CAS Registry Number.
373650-12-5Relevant 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.
