Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Bulletin of the Chemical Society of Japan called Optical resolution by preferential crystallization of (RS)-bromosuccinic acid, Author is Shiraiwa, Tadashi; Ohkubo, Masanori; Miyazaki, Hideya; Kubo, Motoki; Nishigawa, Hiroki; Tsujimoto, Toshihiro; Kurokawa, Hidemoto, which mentions a compound: 20859-23-8, SMILESS is O=C(O)[C@@H](Br)CC(O)=O, Molecular C4H5BrO4, Electric Literature of C4H5BrO4.
The racemic structure of (RS)-bromosuccinic acid [(RS)-BSA] was examined based on the melting-point, solubility, IR spectrum, and binary and ternary phase diagrams. The results indicated that (RS)-BSA exists as a conglomerate at room temperature, although it forms a racemic compound at the m.p. The optical resolution by preferential crystallization of (RS)-BSA yielded (R)- and (S)-BSA with optical purities of 81-93%. In addition, (RS)-BSA was optically resolved using (1S,2S)-2-amino-1-phenyl-1,3-propanediol as a resolving agent, to yield (R)- and (S)-BSA with optical purities of 99 and 83%, resp. The obtained (R)- and (S)-BSA were recrystallized from water to obtain optically pure BSA enantiomers.
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Reference:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”