51725-82-7 Usage
Description
3-OXO-3-O-TOLYL-PROPIONIC ACID ETHYL ESTER, also known as Ethyl (2-methylbenzoyl)acetate, is a β-keto ester that is widely utilized in various chemical reactions and processes due to its unique structural properties. It is characterized by the presence of a carbonyl group adjacent to an ester group, which allows it to participate in a range of chemical transformations.
Uses
Used in Pharmaceutical Industry:
3-OXO-3-O-TOLYL-PROPIONIC ACID ETHYL ESTER is used as a reactant for the preparation of highly substituted furans by tandem condensation-cyclization reactions using a bismuth triflate catalyst. This application is significant in the synthesis of complex organic molecules with potential pharmaceutical applications.
Used in Chemical Synthesis:
In the field of chemical synthesis, 3-OXO-3-O-TOLYL-PROPIONIC ACID ETHYL ESTER serves as a reactant for Co/Mn-mediated oxidative cross-coupling reactions. This process is essential for the formation of new carbon-carbon bonds, which are crucial in the construction of complex molecular structures.
Used in Enantioselective Catalysis:
3-OXO-3-O-TOLYL-PROPIONIC ACID ETHYL ESTER is used as a reactant in enantioselective ruthenium-catalyzed hydrogenation reactions. This application is vital for the production of optically active compounds, which are important in the pharmaceutical industry for the development of drugs with specific biological activities.
Used in Anticancer Research:
3-OXO-3-O-TOLYL-PROPIONIC ACID ETHYL ESTER is used as a reactant in the preparation of cambinol analogs for sirtuin inhibition with antitumor action. Sirtuins are a family of proteins that play a role in various cellular processes, including cancer development. Inhibiting their activity can potentially lead to the development of novel anticancer therapies.
Check Digit Verification of cas no
The CAS Registry Mumber 51725-82-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,1,7,2 and 5 respectively; the second part has 2 digits, 8 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 51725-82:
(7*5)+(6*1)+(5*7)+(4*2)+(3*5)+(2*8)+(1*2)=117
117 % 10 = 7
So 51725-82-7 is a valid CAS Registry Number.
InChI:InChI=1/C12H14O3/c1-3-15-12(14)8-11(13)10-7-5-4-6-9(10)2/h4-7H,3,8H2,1-2H3
51725-82-7Relevant 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
Iridium-Catalyzed Enantioselective and Diastereoselective Hydrogenation of Racemic β’-Keto-β-Amino Esters via Dynamic Kinetic Resolution
He, Jiayin,Huang, An,Ling, Fei,Wang, Shiliang,Wang, Yifan,Wang, Ze,Zhao, Xianghua,Zhong, Weihui
supporting information, p. 4714 - 4719 (2021/09/02)
An iridium/f-diaphos catalytic system for the enantioselective hydrogenation of α-substituted β-ketoesters via dynamic kinetic resolution is reported. The desired anti β’-hydroxy-β-amino esters were obtained in moderate to good yields (60–95%) with 72–99% ees and 91:9 to 99:1 drs. This protocol tolerates various functional groups and could be easily conducted on gram scale with lower catalyst loading (TON up to 9100). (Figure presented.).
Radical Aza-Cyclization of α-Imino-oxy Acids for Synthesis of Alkene-Containing N-Heterocycles via Dual Cobaloxime and Photoredox Catalysis
Tu, Jia-Lin,Liu, Jia-Li,Tang, Wan,Su, Ma,Liu, Feng
supporting information, p. 1222 - 1226 (2020/02/15)
Nitrogen-containing heterocycles are prevalent in both naturally and synthetically bioactive molecules. We report herein an unprecedented protocol for radical aza-cyclization of α-imino-oxy acids with pendant alkenes via synergistic photoredox and cobaloxime catalysis. With or without alkenes as the intermolecular cross-coupling partners, the transformation provides a variety of corresponding alkene-containing dihydropyrrole products in satisfactory yields. In the presence of external alkenes, the tandem reaction generates E-selective coupling products with excellent chemo- and stereoselectivity.
