123806-63-3

Upstream product

• 874341-58-9 methyl (1R,2S)-1-nitro-2-phenylcyclopropanecarboxylate 
• 123806-61-1 C₁₉H₁₉NO₄ 
• 86087-20-9 (1R,2S)-1-Benzyloxycarbonylamino-2-phenyl-cyclopropanecarboxylic acid 
• 86014-29-1 N-(benzyloxycarbonyl)-(2RS)-cyclopropyl-E-phenylalanine 
• 100-42-5 styrene 
• 1036637-32-7 methyl (1S,2R)-1-nitro-2-phenylcyclopropanecarboxylate 
• 158800-60-3 dimethyl (2S)-2-phenylcyclopropane-1,1-dicarboxylate 
• 180322-77-4 (1S,2S)-(E)-1-carboxy-1-(methoxycarbonyl)-2-phenylcyclopropane 
• 158800-59-0 (1S,2S)-2-phenyl-1-(pyrrolidin-1-ylcarbonyl)cyclopropanecarboxylic acid 

Downstream Products

• 1374241-52-7 C₁₈H₁₇NO₃ 
• 143900-62-3 C₂₂H₃₂N₂O₅ 
• 143840-55-5 C₂₃H₃₃N₃O₅S 
• 244205-60-5 (1R,2S)-1-tert-Butoxycarbonylamino-2-phenyl-cyclopropanecarboxylic acid 
• 86087-22-1 (+)-(2R)-Cyclopropyl-E-phenylalanine 
• 180322-80-9 methyl (1R,2S)-1-[(tert-butoxycarbonyl)amino]-2-phenylcyclopropanecarboxylate 

Relevant academic research and scientific papers

A formyl peptide substituted with a conformationally constrained phenylalanine residue evokes a selective immune response in human neutrophils

Formyl-Met-Leu-Phe-OH (fMLP) binds to formyl peptide receptors, FPR1 and FPR2, and evokes migration and superoxide anion production in human neutrophils. To obtain a more effective and selective ligand, fMLP analogs in which the Phe residue was substitute

Catalytic asymmetric synthesis of nitrocyclopropane carboxylates

A Cu(I)-catalyzed asymmetric cyclopropanation of alkenes with an iodonium ylide has been developed. The copper source, hypervalent iodine source, solvent, and additives all have a significant effect on the yields and enantioselectivities. High enantioselectivity (up to 99:1 er) and diastereoselectivity (95:5 dr trans/cis) were achieved for a wide range of alkenes. Conditions were developed to convert the trans products to the cis isomers. In addition, 1-nitrocyclopropyl carboxylates were transformed into the corresponding substituted cyclopropane amino acids and aminocyclopropanes. Moreover, a comparative study between Zn- and In-mediated reduction reactions of the nitro group in these compounds with regards to the er erosion in the process is also documented.

Expedient synthesis of cyclopropane α-amino acids by the catalytic asymmetric cyclopropanation of alkenes using iodonium ylides derived from methyl nitroacetate

A highly enantioselective (up to 97.5% ee) and diastereoselective (95:5 dr trans/cis) Cu(I)-catalyzed cyclopropanation of alkenes using phenyliodonium ylide generated in situ from iodosobenzene and methyl nitroacetate is reported. The cyclopropanation took place with high enantioselectivity for a wide range of alkenes, and the reaction was performed at room temperature. 1-Nitrocyclopropyl esters are versatile building blocks to access the corresponding cyclopropane amino esters and aminocyclopropanes in two and three steps, respectively, from commercially available products. Copyright

Asymmetric cyclopropanations by rhodium(II) N-(arylsulfonyl)prolinate catalyzed decomposition of vinyldiazomethanes in the presence of alkenes. Practical enantioselective synthesis of the four stereoisomers of 2-phenylcyclopropan-1-amino acid

The rhodium N-(arylsulfonyl)prolinate catalyzed decomposition of vinyldiazomethanes in the presence of alkenes leads to a very general method for the synthesis of functionalized cyclopropanes in a highly diastereoselective and enantioselective mode. A det