109132-16-3

Basic information

• Product Name: 3-Acetyl-2(R)-(4-chlorophenyl)-5,5-dimethylthiazolidine-4(S)-carboxylic acid
• Synonyms: 3-Acetyl-2(R)-(4-chlorophenyl)-5,5-dimethylthiazolidine-4(S)-carboxylic acid
• CAS NO: 109132-16-3
• Molecular Weight: 313.805
• Mol File: 109132-16-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 3-Acetyl-2(R)-(4-chlorophenyl)-5,5-dimethylthiazolidine-4(S)-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Acetyl-2(R)-(4-chlorophenyl)-5,5-dimethylthiazolidine-4(S)-carboxylic acid(109132-16-3)
• EPA Substance Registry System: 3-Acetyl-2(R)-(4-chlorophenyl)-5,5-dimethylthiazolidine-4(S)-carboxylic acid(109132-16-3)

Safety Data

• Hazardous Substances Data: 109132-16-3(Hazardous Substances Data)

Upstream product

• 52-67-5 3,3-dimethyl-D-cysteine 
• 15537-71-0 N-acetyl-3,3-dimethyl-D-cysteine 
• 104-88-1 4-chlorobenzaldehyde 

Relevant articles and documents

Synthesis and Characterisation ot Diastereomeric (4S)-3-Acetyl-2-aryl-5,5-dimethyl-4-thiazolidinecarboxylic Acids

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.