123039-88-3

Upstream product

• 70315-54-7 methyl 1-benzamido-2-phenyl-cyclopropanecarboxylate 
• 5292-53-5 diethyl benzalmalonate 
• 3092-20-4 diethyl 2-phenylcyclopropane-1,1-dicarboxylate 
• 82112-04-7 Cyclopropyl-Z-phenylalanine methyl ester hydrochloride 
• 180322-84-3 monomethyl (1S,2R)-2-phenylcyclopropane-1,1-dicarboxylate 
• 158800-59-0 (1S,2S)-2-phenyl-1-(pyrrolidin-1-ylcarbonyl)cyclopropanecarboxylic acid 
• 150351-79-4 (1S,3S,6S)-6-Isopropyl-5-methoxy-1-phenyl-4,7-diaza-spiro[2.5]oct-4-en-8-one 
• 150351-77-2 (Z,S)-1-Acetyl-3-benzylidene-6-(1-methylethyl)piperazine-2,5-dione 
• 72397-56-9 (2R)-dimethyl 2-phenylcyclopropane-1,1-dicarboxylate 
• 180322-87-6 1-(methoxycarbonyl)-2-phenylcyclopropanecarboxylic acid 
• 100-42-5 styrene 
• 15431-30-8 methyl 2-diazo-2-nitroacetate 
• 2483-57-0 methyl 2-nitroacetate 

Downstream Products

• 143796-76-3 C₂₃H₃₃N₃O₅S 
• 1191903-14-6 C₂₃H₂₈N₂O₅S 
• 143840-55-5 C₂₃H₃₃N₃O₅S 
• 150351-75-0 (1S,2S)-1-[(R)-2-(Adamantan-2-yloxycarbonylamino)-3-(1H-indol-3-yl)-2-methyl-propionylamino]-2-phenyl-cyclopropanecarboxylic acid methyl ester 
• 150408-99-4 (1S,2R)-1-[(R)-2-(Adamantan-2-yloxycarbonylamino)-3-(1H-indol-3-yl)-2-methyl-propionylamino]-2-phenyl-cyclopropanecarboxylic acid methyl ester 
• 197778-21-5 (S)-2-((1R,2S)-1-Methylcarbamoyl-2-phenyl-cyclopropylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 197778-22-6 (S)-2-((1S,2R)-1-Methylcarbamoyl-2-phenyl-cyclopropylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester 

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.

CATHEPSIN CYSTEINE PROTEASE INHIBITORS FOR THE TREATMENT OF VARIOUS DISEASES

The present invention relates to compounds capable of inhibiting and/or decreasing the activity of one or more cathepsins, thereby treating and/or preventing various disease states associated with one or more cysteine proteases including, but not limited

Design and synthesis of dipeptidyl nitriles as potent, selective, and reversible inhibitors of cathepsin C

A series of dipeptide nitriles with a thienyl alanine in P2 were identified as potent and selective cathepsin C inhibitors. Incorporation of a substituted cyclopropyl moiety in P1 effectively protects these derivatives against hydrolase activity in whole blood.

PEPTIDYL NITRILES AND USE THEREOF AS DIPEPTIDYL PEPTIDASE I INHIBITORS

The present invention provides compounds of formula (I) in which n, y, X1, X2, A, B, R1, R2, R3, R4 and R5 are as defined in the specification, a process for their preparation, pharmaceutical compositions containing them and their use as dipeptidyl peptidase I (DPPI) inhibitors.

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

An Expedient and Practical Method for the Synthesis of A Diverse Series of Cyclopropane α-Amino Acids and Amines

A practical synthesis for the preparation of a diverse series of cyclopropane α-amino acids is described. Nitrocyclopropane carboxylates can be readily prepared through treatment of α-nitroesters and iodobenzene diacetate or α-nitro-α-diazoesters with a R

β-turn preferences induced by 2,3-methanophenylalanine chirality

The model dipeptides RCO-L-Pro-c3-Phe-NHMe, where c3Phe stands for each of the four cyclopropane analogues of phenylalanine (2,3- methanophenylalanine), have been studied in solution by using 1H NMR and FT- IR spectroscopy and in the solid state by using X-ray diffraction. The conformational behavior of these compounds has been compared to that of the analogous Ac3c and L- or D-Phe-containing dipeptides. When associated to proline, the cyclopropane residues in the so-called i + 2 position exhibit a marked tendency to β-folding in solution, even in DMSO. The type II β-turn is generally favored, but the βI/βII-turn ratio depends both on the experimental conditions (solvent, solution, or solid state) and on the chirality of the c3Phe moeity, which rigidly fixes the orientation of the phenyl ring with respect to the peptide backbone. The (2S,3S)c3Phe residue, analogous to L-Phe with the χ1 angle constrained to about 0°, is the most propitious to βI-folding in the i + 2 position of a putative β-turn.

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

Preparation of dipeptoid mimetics for the tetrapeptide cholecystokinin, CCK(30-33)

The diastereoselective synthesis of 2,3-methanophenylalanine methyl esters (5) has been achieved in 58% yield. The preparation of the dehydropeptides (1, R = Me; 2, R = H) and the cyclopropylpeptides (3, R = Me; 4, R = H) possessing good binding affinities for the CCK-A and CCK-B receptors is described. Conformational studies of the dipeptide esters 1 and 3 indicated the presence of a β-turn within the peptide backbone, although there was no preference in type. The Phe and Trp moieties, however, did prefer to be situated on the same side of the peptide turn which is favourable for receptor binding.