153062-73-8

Basic information

• Product Name: (1S,2S)-methyl 2β-phenyl-1β-((E)-2-phenylethenyl)cyclopropane-1α-carboxylate
• Synonyms: (1S,2S)-methyl 2β-phenyl-1β-((E)-2-phenylethenyl)cyclopropane-1α-carboxylate
• CAS NO: 153062-73-8
• Molecular Weight: 278.351
• Mol File: 153062-73-8.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: (1S,2S)-methyl 2β-phenyl-1β-((E)-2-phenylethenyl)cyclopropane-1α-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2S)-methyl 2β-phenyl-1β-((E)-2-phenylethenyl)cyclopropane-1α-carboxylate(153062-73-8)
• EPA Substance Registry System: (1S,2S)-methyl 2β-phenyl-1β-((E)-2-phenylethenyl)cyclopropane-1α-carboxylate(153062-73-8)

Safety Data

• Hazardous Substances Data: 153062-73-8(Hazardous Substances Data)

Upstream product

• 100-42-5 styrene 
• 119987-21-2 methyl α-styryl-α-diazoacetate 
• 118575-59-0 (2Z)-4-methyl-2,4-pentadienyl 2-diazo-4-phenyl-3-butenoate 
• 124-41-4 sodium methylate 
• 119987-21-2 (E)-methyl 2-diazo-4-phenylbut-3-enoate 

Downstream Products

• 180322-77-4 (1S,2S)-(E)-1-carboxy-1-(methoxycarbonyl)-2-phenylcyclopropane 

Relevant articles and documents

Silica-immobilized chiral dirhodium(II) catalyst for enantioselective carbenoid reactions

A silica-supported dirhodium(II) tetraprolinate catalyst was synthesized in four steps from l-proline and used in a range of enantioselective transformations of donor/acceptor carbenoids. These include cyclopropenation, cyclopropanation, tandem ylide form

D 2-symmetric dirhodium catalyst derived from a 1,2,2-triarylcyclopropanecarboxylate ligand: Design, synthesis and application

Dirhodium tetrakis-(R)-(1-(4-bromophenyl)-2,2- diphenylcyclopropanecarboxylate) (Rh2(R-BTPCP)4) was found to be an effective chiral catalyst for enantioselective reactions of aryl- and styryldiazoacetates. Highly enantioselective cyclopropanations, tandem cyclopropanation/Cope rearrangements and a combined C-H functionalization/Cope rearrangement were achieved using Rh2(R-BTPCP)4 as catalyst. The advantages of Rh2(R-BTPCP)4 include its ease of synthesis, its tolerance to the size of the ester group in the styryldiazoacetates, and its compatibility with dichloromethane as solvent. Computational studies suggest that the catalyst adopts a D2-symmetric arrangement, but when the carbenoid binds to the catalyst, two of the p-bromophenyl groups on the ligands rotate outward to make room for the carbenoid and the approach of the substrate to the carbenoid.

Dirhodium tetraprolinate-catalyzed asymmetric cyclopropanations with high turnover numbers

(Matrix presented) The bridged dirhodium tetraprolinate Rh 2(S-biTISP)2 (2) catalyzes the asymmetric cyclopropanation reaction between methyl phenyldiazoacetate and styrene at room temperature with high turnover number (92 000) and t