6619-57-4

Basic information

• Product Name: Propanedioic acid, [(2-methylphenyl)methyl]-, diethyl ester
• Synonyms: o-Methylbenzyl-malonsaeure-diethylester;(2-Methyl-benzyl)-malonsaeure-diaethylester;(2-methyl-benzyl)-malonic acid diethyl ester;α-4-Methylbenzyl-diethylmalonat;Diethyl(o-xylyl)malonat
• CAS NO: 6619-57-4
• Molecular Formula: C15H20O4
• Molecular Weight: 264.321
• Mol File: 6619-57-4.mol

Chemical Properties

• CAS DataBase Reference: Propanedioic acid, [(2-methylphenyl)methyl]-, diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Propanedioic acid, [(2-methylphenyl)methyl]-, diethyl ester(6619-57-4)
• EPA Substance Registry System: Propanedioic acid, [(2-methylphenyl)methyl]-, diethyl ester(6619-57-4)

Safety Data

• Hazardous Substances Data: 6619-57-4(Hazardous Substances Data)

Upstream product

• 996-82-7 sodium diethylmalonate 
• 552-45-4 1-chloromethyl-2-methylbenzene 
• 996-82-7 sodium diethylmalonate 
• 89-92-9 2-methylbenzyl bromide 
• 6279-86-3 methanetricarboxylic acid triethyl ester 
• 95-47-6 o-xylene 
• 105-53-3 diethyl malonate 

Downstream Products

• 104750-61-0 ethyl 3-(o-tolyl)propanoate 

Relevant articles and documents

Anodic benzylic C(sp3)-H amination: Unified access to pyrrolidines and piperidines

An electrochemical aliphatic C-H amination strategy was developed to access the important heterocyclic motifs of pyrrolidines and piperidines within a uniform reaction protocol. The mechanism of this unprecedented C-H amination strategy involves anodic C-H activation to generate a benzylic cation, which is efficiently trapped by a nitrogen nucleophile. The applicability of the process is demonstrated for 40 examples comprising both 5- and 6-membered ring formations.

Development of a Chemoenzymatic Route to (R)-Allyl-(3-amino-2-(2-methylbenzyl)propyl)carbamate

A chemoenzymatic route to (R)-allyl-(3-amino-2-(2-methylbenzyl)propyl)carbamate (1-(R)) has been developed on a kilogram scale. The key intermediate, 2-(2-methylbenzyl)propane-1,3-diamine 4, was isolated as a tartrate salt in a three-step sequence startin

Palladium-Catalyzed, Ring-Forming Aromatic C-H Alkylations with Unactivated Alkyl Halides

A catalytic C-H alkylation using unactivated alkyl halides and a variety of arenes and heteroarenes is described. This ring-forming process is successful with a variety of unactivated primary and secondary alkyl halides, including those with β-hydrogens. In contrast to standard polar or radical cyclizations of aromatic systems, electronic activation of the substrate is not required. The mild, catalytic reaction conditions are highly functional group tolerant and facilitate access to a diverse range of synthetically and medicinally important carbocyclic and heterocyclic systems.

Medetomidine analogs as α2-adrenergic ligands. 3. Synthesis and biological evaluation of a new series of medetomidine analogs and their potential binding interactions with α2-adrenoceptors involving a 'methyl pocket'

The synthesis and the biological evaluation of a new series of medetomidine analogs are reported. The substitution pattern at the phenyl ring of the tetralin analogs had a distinct influence on the α2- adrenoceptor binding affinity. 4-Methylindan analog 6 was the most potent α2-adrenoceptor binding ligand among these 4-substituted imidazoles, and its α2-adrenoceptor selectivity was greater than the 5-methyl tetralin analog 4c. Ligand-pharmacophore and receptor modeling were combined to rationalize α2-adrenoceptor binding data of the imidazole analogs in terms of ligand-receptor interactions. The structure-activity relationships that were apparent from this and previous studies were qualitatively rationalized by the binding site models of the α2-adrenoceptor. The benzylic methyl group of medetomidine or the naphthyl analog 2a was superimposable with the α-methyl group of (-)-α-methylnorepinephrine and fit into the proposed 'methyl pocket' of the α2-adrenoceptor defined by the residues Leu110, Leu169, Phe391, and Thr395.