72397-56-9

Basic information

• Product Name: 1,1-Cyclopropanedicarboxylic acid, 2-phenyl-, dimethyl ester, (R)-
• CAS NO: 72397-56-9
• Molecular Formula: C13H14O4
• Molecular Weight: 234.252
• Mol File: 72397-56-9.mol
• Article Data: 16

Chemical Properties

• CAS DataBase Reference: 1,1-Cyclopropanedicarboxylic acid, 2-phenyl-, dimethyl ester, (R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-Cyclopropanedicarboxylic acid, 2-phenyl-, dimethyl ester, (R)-(72397-56-9)
• EPA Substance Registry System: 1,1-Cyclopropanedicarboxylic acid, 2-phenyl-, dimethyl ester, (R)-(72397-56-9)

Safety Data

• Hazardous Substances Data: 72397-56-9(Hazardous Substances Data)

Upstream product

• 158800-60-3 dimethyl (2S)-2-phenylcyclopropane-1,1-dicarboxylate 
• 108-59-8 malonic acid dimethyl ester 
• 278169-72-5 (R)-phenyl-1,2-bis(methanesulfonyloxy)ethane 
• 16355-00-3 (R)-1-phenyl-1,2-ethanediol 
• 77-78-1 dimethyl sulfate 
• 100-42-5 styrene 
• 6773-29-1 dimethyl diazomalonate 
• 145838-86-4 bis(methoxycarbonyl)(phenyliodinio)methanide 
• 1122573-49-2 (1R,2R)-methyl 2-phenyl-1-(pyrrolidin-1-ylcarbonyl)cyclopropanecarboxylate 
• 67-56-1 methanol 
• 180322-87-6 1-(methoxycarbonyl)-2-phenylcyclopropanecarboxylic acid 
• 3376-23-6 C-phenyl-N-methylnitrone 
• 3709-20-4 dimethyl 2-phenyl-1,1-cyclopropanedicarboxylate 
• 186581-53-3 diazomethane 

Downstream Products

• 1011725-36-2 (2S,4aS)-dimethyl 1-benzoyl-2-phenyl-2,3-dihydro-1H-pyridazino[1,6-a]quinoline-4,4(4aH)-dicarboxylate 
• 1011725-37-3 (2S,4aR)-dimethyl 1-benzoyl-2-phenyl-2,3-dihydro-1H-pyridazino[1,6-a]quinoline-4,4(4aH)-dicarboxylate 
• 871949-73-4 2-(4-methoxyphenyl)-5-phenyltetrahydrofuran-3,3-dicarboxylic acid dimethyl ester 
• 1130594-00-1 C₂₁H₂₂O₆ 
• 188488-71-3 (-)-methyl 4-[N-(4-methoxyphenyl)amino]-4-phenylbutanoate 

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.

Studies of asymmetric styrene cyclopropanation with a rhodium(II) metallopeptide catalyst developed with a high-throughput screen

Dirhodium metallopeptides have been developed as selective catalysts for asymmetric cyclopropanation reactions. A selective ligand sequence has been identified by screening on-bead metallopeptide libraries in a 96-well plate format. Efficient ligand synthesis and screening allows a 200-member library to be created and assayed in less than three weeks. These metallopeptides catalyze efficient cyclopropanation of aryldiazoacetates, providing asymmetric access to cyclopropane products in high diastereoselectivity. 2013 Wiley Periodicals, Inc.

Asymmetric cyclopropanation of alkenes with dimethyl diazomalonate catalyzed by chiral diene-rhodium complexes

Chiral tridentate ligand : A chiral dienerhodium complex (1; see scheme) was found to catalyze the intermolecular asymmetric cyclopropanation of alkenes with dimethyl diazomalonate to give 1,1-cyclopropane diesters in good yields and with high enantioselectivity.