57427-91-5Relevant academic research and scientific papers
An efficient and stereodivergent synthesis of threo- and erythro-β-methylphenylalanine. Resolution of each racemic pair by semipreparative HPLC
Alías, Miriam,López, María Pilar,Cativiela, Carlos
, p. 885 - 891 (2007/10/03)
threo and erythro diastereoisomers of the constrained amino acid (βMe)Phe can be obtained separately on a multigram scale through a three-step synthesis from the corresponding Z and E isomers of 2-phenyl-4(α-phenylethylidene)-5(4H)-oxazolone. The 5(4H)-ox
On the Synthesis of Geometric Isomers of 2-Methyl (or Phenyl)-4--5(4H)-oxazolones
Cativiela, C.,Diaz de Villegas, M. D.,Melendez, E.
, p. 1655 - 1657 (2007/10/02)
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
ON THE SYNTHESIS OF UNSATURATED 4(5H)-IMIDAZOLONES
Cativiela, Carlos,Chueca, Javier,Garcia, Jose I.,Melendez, Enrique
, p. 2775 - 2781 (2007/10/02)
(Z)-2,3-Diphenyl-5-benzylidene-4(5H)-imidazolone and (Z)-2,3-diphenyl-5-(α-phenylethylidene)-4(5H)-imidazolone were obtained from the corresponding (Z)-2-phenyl-4-benzylidene-5(4H)-oxazolone and (Z)-2-phenyl-4-(α-phenylethylidene)-5(4H)-oxazolone and anil
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.
