189884-50-2

Basic information

• Product Name: Propanedioic acid, [(1R)-1-(4-methoxyphenyl)-2-propenyl]-, dimethyl ester
• CAS NO: 189884-50-2
• Molecular Formula: C15H18O5
• Molecular Weight: 278.305
• Mol File: 189884-50-2.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: Propanedioic acid, [(1R)-1-(4-methoxyphenyl)-2-propenyl]-, dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Propanedioic acid, [(1R)-1-(4-methoxyphenyl)-2-propenyl]-, dimethyl ester(189884-50-2)
• EPA Substance Registry System: Propanedioic acid, [(1R)-1-(4-methoxyphenyl)-2-propenyl]-, dimethyl ester(189884-50-2)

Safety Data

• Hazardous Substances Data: 189884-50-2(Hazardous Substances Data)

Upstream product

• 81701-30-6 (E)-4-methoxycinnamyl acetate 
• 18424-76-5 sodiodimethylmalonate 
• 108-59-8 malonic acid dimethyl ester 
• 496789-06-1 (E)-p-methoxycinnamyl methyl carbonate 
• 488151-80-0 3-(p-methoxyphenyl)-2-propen-1-yl methyl carbonate 
• 18424-76-5 dimethyl malonate sodium salt 

Downstream Products

• 107985-97-7 (4R)-(-)-4-(4-methoxyphenyl)tetrahydro-2H-pyran-2-one 
• 918149-72-1 (S)-3-(p-methoxyphenyl)-4-pentenoic acid 

Relevant articles and documents

Iridium/ N-Heterocyclic Carbene Complex-Catalyzed Intermolecular Allylic Alkylation Reaction

N-Heterocyclic carbenes (NHCs) were found to be suitable ligands in Ir-catalyzed intermolecular allylic alkylation reaction. In the presence of a catalyst derived from [Ir(dncot)Cl]2 (dncot = dinaphthocyclooctatetraene) and triazolium salt L7,

Iridium-catalyzed allylic alkylation reaction with N-aryl phosphoramidite ligands: Scope and mechanistic studies

A series of N-aryl phosphoramidite ligands has been synthesized and applied to iridium-catalyzed allylic alkylation reactions, offering high regio- and enantioselectivities for a wide variety of substrates. These ligands feature the synthetic convenience and good tolerance of the ortho-substituted cinnamyl carbonates. Mechanistic studies, including DFT calculations and X-ray crystallographic analyses of the (π-allyl)-Ir complexes, reveal that the active iridacycle is formed via C(sp2)-H bond activation.

Phosphoramidite ligands in iridium-catalyzed allvlic substitution

A new phosphoramidite ligand was used in the iridium-catalyzed allylic substitution reaction. This permitted high regio- and enantioselectivities on a wide variety of substrates and nucleophiles. Because of the stereospecificity of the reaction obtained by using branched substrates, a kinetic resolution reaction was attempted. The origin of the impressive efficiency of this ligand in terms of kinetics was explored in detail, as was the role of the substituent in the ortho-position of the amine moiety.