109132-33-4Relevant academic research and scientific papers
The interaction of D-penicillamine with aldehydes and ketones: 2-phenyl-5,5-dimethylthiazolidine-4-carboxylic acid
Bell,Britten,Howard-Lock,Lock,Schmidt
, p. 1621 - 1624 (1994)
The reaction of D-penicillamine and benzaldehyde yielded 2-phenyl-5,5-dimethylthiazolidine-4-carboxylic acid. The structure was determined by single crystal X-ray diffraction. Crystals were monoclinic, P21, a=9.785(2), b=6.941(1), c=10.399(2) A, β=114.06(3)°, Z=2. Intensities were measured on a Rigaku AFC6R diffractometer with Cu Kα radiation and 1881 reflections were used to determine the structure. R=0.076, wR=0.048. The compound exists as an amino acid in the 2S,4S configuration. The conformation of the thiazolidine ring is determined by intermolecular hydrogen bonding. Bond lengths and angles are normal 1H and 13C NMR spectra showed that epimerization takes place in d4-CH3OH solution, and the ratio of 2S,4S diastereomer to 2R,4S diastereomer at room temporature is 65:35.
Targeting triple-negative breast cancer cells with 6,7-bis(hydroxymethyl)- 1H,3H-pyrrolo[1,2-c]thiazoles
Santos, Kathleen,Laranjo, Mafalda,Abrantes, Ana Margarida,Brito, Ana F.,Gon?alves, Cristina,Sarmento Ribeiro, Ana Bela,Botelho, M. Filomena,Soares, Maria I.L.,Oliveira, Andreia S.R.,Pinho E Melo, Teresa M.V.D.
, p. 273 - 281 (2014/05/06)
Further studies on 6,7-bis(hydroxymethyl)-1H,3H-pyrrolo[1,2-c]thiazoles as anticancer agents against breast cancer are reported, allowing to demonstrate the potential of these compounds for the therapy of the triple-negative breast cancer, the most challe
Synthesis and Characterisation ot Diastereomeric (4S)-3-Acetyl-2-aryl-5,5-dimethyl-4-thiazolidinecarboxylic Acids
Gyoergydeak, Zoltan,Kajtar, Judit,Kajtar, Marton,Kajtar-Peredy, Maria
, p. 281 - 286 (2007/10/02)
The condensation of aromatic aldehydes 1 and D-penicillamine (2) in aqueous methanol gives (4S)-2-aryl-5,5-dimethyl-4-thiazolidinecarboxylic acids 3 with alternating diastereoselectivity in position 2.Acetylation of the products with acetic anhydride in pyridine or in water gives rise to (2S,4S)-3-acetyl-2-aryl-5,5-dimethyl-4-thiazolidinecarboxylic acids 5.Use of a HCl/dioxane system in the reaction of N-acetyl-D-penicillamine (6) with aldehydes made possible the effective preparation of (2R,4S) compounds 8.The diastereommeric compounds 5 and 8 were characterized by (1)H- and (13)C-NMR data and optical rotation and CD.The results were compared with those compiled from the already synthesized diastereomeric (4R)-3-acetyl-2-aryl-4-thiazolidinecarboxylic acids.
