4525-04-6

Upstream product

• 186581-53-3 diazomethane 
• 17606-70-1 (4Z)-4-benzylidene-2-phenyl-1,3-oxazol-5(4H)-one 
• 15732-43-1 (E)-2-phenyl-4-benzylidene-5(4H)-oxazolone 
• 70315-54-7 methyl 1-benzamido-2-phenyl-cyclopropanecarboxylate 
• 87378-79-8 methyl (Z)-1-<1-(N-imidazolyl)benzylideneamino>-2-phenylcyclopropanecarboxylate 

Downstream Products

• 4571-93-1 1-Benzoylamino-2-phenyl-cyclopropan-1-carbonsaeure-anilid 
• 4491-51-4 1-Benzoylamino-2-phenyl-cyclopropan-1-carbonsaeure-amid 
• 4607-84-5 1-Benzoylamino-2-phenyl-cyclopropancarbonsaeure-⁽¹⁾ 
• 70315-54-7 methyl (E)-2-phenyl-1-benzamidocyclopropane-1-carboxylate 
• 82112-06-9 benzyl (Z)-2-phenyl-1-benzamidocyclopropane-1-carboxylate 
• 87378-80-1 (Z)-1,5-diphenyl-6-oxa-4-azaspiro<2.4>hept-4-ene 
• 87378-79-8 methyl (Z)-1-<1-(N-imidazolyl)benzylideneamino>-2-phenylcyclopropanecarboxylate 
• 3200-80-4 (Z)-1-amino-2-phenylcyclopropanecarboxylic acid 
• 3200-81-5 (1RS,2RS)-1-amino-2-phenyl-1-cyclopropanecarboxylic acid hydrochloride 
• 3790-22-5 3-amino-5-phenyl-dihydro-furan-2-one; hydrochloride 
• 58487-06-2 (Z)-3-benzamido-5-phenyltetrahydrofuran-2-one 
• 58487-06-2 (E)-3-benzamido-5-phenyltetrahydrofuran-2-one 
• 4607-84-5 (Z)-1-benzamido-2-phenylcyclopropanecarboxylic acid 
• 3200-81-5 (E)-1-amino-2-phenylcyclopropanecarboxylic acid hydrochloride 

Relevant academic research and scientific papers

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.

On the Synthesis of Geometric Isomers of 2-Methyl (or Phenyl)-4--5(4H)-oxazolones

Several Z-2-methyl(or phenyl)-4--5(4H)-oxazolones 3Z, 4Z were prepared.The results obtained were compared by diazomethane insertion and condensation procedure.In order to synthetize E-2-phenyl-4--5-(4H)-oxazolones 4E hy

Reaction of 4-Methylene-5(4H)-oxazolones With Diazomethane

The reaction of diazomethane with some (E) and (Z)-2-substituted-4-methylene-5(4)-oxazolones (1a-c) under two different conditions, has been studied. (E) and (Z)-1,2-disubstituted-7-oxo-6-oxa-4-azaspiro-hept-4-enes (3a-c, 4a-c) were mainly obtained, together with multiple addition compounds.The reaction showed to be stereoselective only when the substituents were aromatic.Acid hydrolysis of compounds 3a and 4a produced a mixture of (E) and (Z)-3,5-disubstituted-tetrahydrofuran-2-ones (8a, 9a).Smooth methanolysis of the ring led to (E) and (Z)-1-benzamido-cyclopropanecarboxylic esters (10a-c, 11a-c), which, on acid hydrolysis, gave (E) and (Z)-1-amino-2-phenylcyclopropanecarboxylic acids 12a and 13a.The pmr spectra have been analyzed by an iterative computer method, and the computed best values obtained have been used to deduce the stereochemistry of the spiroderivatives.

Synthesis of Racemic (E)- and (Z)-1-Amino-2-phenylcyclopropanecarboxylic Acid: (E)- and (Z)-"Cyclopropylphenylalanine"

Both E and Z "cyclopropylogs" of DL-phenylalanine (ΔE-Phe and ΔZ-Phe) have been prepared by the cyclopropanation of each 4-benzylidene-2-phenyl-5(4H)-oxazolone isomer with diazomethane to from the three-membered ring.Opening of the o