155306-02-8

Basic information

• Product Name: Propanedioic acid, (phenylmethylene)-, bis(1-methylethyl) ester
• CAS NO: 155306-02-8
• Molecular Formula: C16H20O4
• Molecular Weight: 276.332
• Mol File: 155306-02-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Propanedioic acid, (phenylmethylene)-, bis(1-methylethyl) ester(CAS DataBase Reference)
• NIST Chemistry Reference: Propanedioic acid, (phenylmethylene)-, bis(1-methylethyl) ester(155306-02-8)
• EPA Substance Registry System: Propanedioic acid, (phenylmethylene)-, bis(1-methylethyl) ester(155306-02-8)

Safety Data

• Hazardous Substances Data: 155306-02-8(Hazardous Substances Data)

Upstream product

• 13195-64-7 diisopropyl malonate 
• 100-52-7 benzaldehyde 

Downstream Products

• 188773-93-5 2-{[2-(2,2-Dimethyl-propionylamino)-3,6-dimethoxy-phenyl]-phenyl-methyl}-malonic acid diisopropyl ester 
• 1093350-38-9 diisopropyl 2-phenylcyclopropane-1,1-dicarboxylate 
• 73972-39-1 2-oxo-malonic acid diisopropyl ester 
• 1309166-93-5 di-iso-propyl 2,3,5-triphenyl-4,4-isoxazolidine-dicarboxylate 
• 1310576-62-5 4,4-diisopropyl 2-methyl (2R,3R,5R)-3,5-diphenylpyrrolidine-2,4,4-tricarboxylate 

Relevant articles and documents

Stereospecific copper(II)-catalyzed tandem ring opening/oxidative alkylation of donor-acceptor cyclopropanes with hydrazones: Synthesis of tetrahydropyridazines

Aerobic copper(II)-catalyzed tandem ring opening and oxidative C-H alkylation of donor-acceptor cyclopropanes with bisaryl hydrazones is accomplished to produce tetrahydropyridazines, in which copper(II) plays dual role as a Lewis acid as well as redox catalyst. The reaction is stereospecific, and optically active cyclopropanes can be reacted with high optical purities (89-98% enantiomeric excess). The substrate scope, functional group tolerance, dual role of the copper(II) catalyst, and the use of air as an oxidant are the important practical features. A product bearing a 3-bromoaryl group can be subjected to Pd-catalyzed Suzuki coupling with boronic acid in high yield.

Nickel(ii)-catalyzed enantioselective 1,3-dipolar cycloaddition of azomethine imines with alkylidene malonates

We demonstrated an asymmetric 1,3-dipolar cycloaddition of azomethine betaines with alkylidene malonates by using a chiral N,N'-dioxide- NiII complex as a catalyst. Both aromatic- and aliphatic-substituted alkylidene malonates were found to be suitable for the reaction. A range of transpyrazolone derivatives was exclusively obtained with excellent yields (up to 99% yield) and good enantioselectivities (up to 97% ee) under mild reaction conditions. The reaction could be carried out on a gram scale with the good results being maintained. Control experiments were performed to elucidate the specific diastereoselectivity of the reaction. The formation of single trans isomers was dominated by secondary orbital interactions between the ester groups of the dipolarophile and the azomethine imine. On the basis of the experimental results and previous reports, a possible catalytic model was assumed.