33166-79-9 Usage
Description
3-OXO-3-M-TOLYL-PROPIONIC ACID ETHYL ESTER is an organic compound that serves as a versatile intermediate in the synthesis of various chemical products. It is characterized by its ester functional group and its ability to participate in a range of chemical reactions, making it a valuable component in the field of organic chemistry.
Uses
Used in Pharmaceutical Industry:
3-OXO-3-M-TOLYL-PROPIONIC ACID ETHYL ESTER is used as a reactant for the synthesis of various pharmaceutical compounds. Its reactivity and structural properties make it suitable for the development of new drugs and therapeutic agents.
Used in Chemical Synthesis:
In the field of chemical synthesis, 3-OXO-3-M-TOLYL-PROPIONIC ACID ETHYL ESTER is used as a reactant for stereoselective ketonization-olefination of indoles. This process involves Co/Mn-mediated oxidative cross-coupling of indoles via dioxygen activation, allowing for the creation of complex molecular structures with specific stereochemistry.
Used in Enantioselective Reactions:
3-OXO-3-M-TOLYL-PROPIONIC ACID ETHYL ESTER is also utilized in enantioselective Michael reactions, which are crucial for the synthesis of chiral compounds with a single enantiomer. This is important in the development of drugs with improved efficacy and reduced side effects.
Used in Asymmetric Hydrogenation:
In the context of asymmetric hydrogenation, 3-OXO-3-M-TOLYL-PROPIONIC ACID ETHYL ESTER is used as a reactant in SEGPhos-ruthenium-catalyzed reactions. This process enables the selective reduction of prochiral compounds, leading to the formation of enantiomerically pure products, which are essential in the pharmaceutical and agrochemical industries.
Check Digit Verification of cas no
The CAS Registry Mumber 33166-79-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,3,1,6 and 6 respectively; the second part has 2 digits, 7 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 33166-79:
(7*3)+(6*3)+(5*1)+(4*6)+(3*6)+(2*7)+(1*9)=109
109 % 10 = 9
So 33166-79-9 is a valid CAS Registry Number.
InChI:InChI=1/C12H14O3/c1-3-15-12(14)8-11(13)10-6-4-5-9(2)7-10/h4-7H,3,8H2,1-2H3
33166-79-9Relevant articles and documents
Amide/Ester Cross-Coupling via C-N/C-H Bond Cleavage: Synthesis of β-Ketoesters
Chen, Jiajia,Joseph, Devaneyan,Xia, Yuanzhi,Lee, Sunwoo
, p. 5943 - 5953 (2021/04/02)
Activated primary, secondary, and tertiary amides were coupled with enolizable esters in the presence of LiHMDS to obtain good yields of β-ketoesters at room temperature. Notably, this protocol provides an efficient, mild, and high chemoselectivity method
Construction of isoxazolone-fused phenanthridinesviaRh-catalyzed cascade C-H activation/cyclization of 3-arylisoxazolones with cyclic 2-diazo-1,3-diketones
Hu, Wangcheng,He, Xinwei,Zhou, Tongtong,Zuo, Youpeng,Zhang, Shiwen,Yang, Tingting,Shang, Yongjia
supporting information, p. 552 - 556 (2021/02/06)
A Rh(iii)-catalyzed cascade C-H activation/intramolecular cyclization of 3-aryl-5-isoxazolones with cyclic 2-diazo-1,3-diketones was described, leading to the formation of isoxazolo[2,3-f]phenanthridine skeletons. The protocol features the simultaneous one-pot formation of two new C-C/C-N bonds and one heterocycle in moderate-to-good yields with good functional group compatibility. It is amenable to large-scale synthesis and further transformation.
Palladium catalysed hydrolysis-free arylation of aliphatic nitriles for the synthesis of 4-arylquinolin-2-one/pyrazolone derivatives
Krishna Reddy, Singarajanahalli Mundarinti,Prasanna Kumari, Subramaniyan,Selva Ganesan, Subramaniapillai
, (2021/08/03)
Palladium catalysed addition of arylboronic acid to the readily available 2-cyano-(N-aryl)-acetamide or ethyl-2-cyanoacetate followed by subsequent reaction transform them into the biologically significant 4-arylquinolin-2-one or pyrazolone derivatives. The reaction conditions are robust enough to prevent the hydrolysis of ester/amide moiety during arylation. In addition, the unactivated nitrile moiety in the acetonitrile also converted to the corresponding acetophenone derivative.
