87378-72-1Relevant academic research and scientific papers
Design and synthesis of dipeptidyl nitriles as potent, selective, and reversible inhibitors of cathepsin C
Guay, Daniel,Beaulieu, Christian,Jagadeeswar Reddy,Zamboni, Robert,Methot, Nathalie,Rubin, Joel,Ethier, Diane,David Percival
scheme or table, p. 5392 - 5396 (2010/05/02)
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.
NEW EFFICIENT SYNTHESIS OF METHYL TRANS-2-ARYL (OR HETARYL)-1-BENZAMIDOCYCLOPROPANCARBOXYLATES.
Blasco, Javier,Cativiela, Carlos,Villegas, M. Dolores Diaz de
, p. 1549 - 1558 (2007/10/02)
Methyl trans-2-aryl (or hetaryl)-1-benzamidocyclopropancarboxylates can be easily obtained by thermal decomposition of trans-4-aryl(or hetaryl)-3-benzamido-3-carbomethoxy-Δ1-pyrazolines synthesized by 1,3-dipolar cycloaddition of diazomethane w
ON THE SYNTHESIS OF METHYL (Z/E)-2-ACETAMIDO(OR BENZAMIDO)-3-ARYL 2-BUTENOATES
Cativiela, C.,Villegas, M. D. Diaz de,Melendez, E.
, p. 583 - 590 (2007/10/02)
The methyl Z-2-acetamido(or benzamido)-3-aryl-2-butenoates (Z-9a-e, Z-10a-e) were obtained by two alternative procedures: stereospecific opening of Z-2-methyl(or phenyl)-4-(α-arylethylidene)-5(4H)-oxazolones (Z-7a-e, Z-8a-e) and stereospecific homologatio
Action of Diazomethane on Methyl (Z(or E))-2-(Acylamino)cinnamates. A New Route to Methyl (Z)-2-(Acylamino)-3-methylcinnamates
Cativiela, Carlos,Villegas, Maria D. Diaz de,Mayoral, Jose A.,Melendez, Enrique
, p. 3167 - 3169 (2007/10/02)
Diazomethane reacts with methyl (Z(or E))-2-acetamido(or benzamido)cinnamates (1,2) to afford regio- and stereospecifically (Z(or E))-4-phenyl-3-acetamido(or benzamido)-3-carbomethoxy-Δ1-pyrazolines (3,4). 3Z and 4Z undergo pyrolysis to afford
Reaction of 4-Methylene-5(4H)-oxazolones With Diazomethane
Arenal, I.,Bernabe, M.,Alvarez, E. Fernandez,Izquierdo, M. L.,Penades, S.
, p. 607 - 614 (2007/10/02)
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.
