(S)-2-(2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl)acetic acid
$200.00
CAS No.: 73991-95-4
Catalog No.: 192595
Purity: 95%
MF: C7H10O5
MW: 174.152
Storage: 2-8 degree Celsius
SMILES: CC1(OC([C@@H](O1)CC(=O)O)=O)C
Catalog No.: 192595
Purity: 95%
MF: C7H10O5
MW: 174.152
Storage: 2-8 degree Celsius
SMILES: CC1(OC([C@@H](O1)CC(=O)O)=O)C
(S)-2-(2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl)acetic acid; CAS No.: 73991-95-4; (S)-2-(2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl)acetic acid. PROPERTIES: (S)-2-(2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl)acetic acid is a white crystalline powder with a molecular weight of 206.17 g/mol. It has a melting point between 180-185 C and is moderately soluble in polar solvents like methanol and water. The compound is hygroscopic and should be stored in a tightly sealed container with desiccants at temperatures below 25 C. Safety precautions include wearing protective eyewear and gloves during handling to prevent eye irritation and skin absorption. In case of accidental ingestion, seek immediate medical attention. The compound is a mild skin irritant and should be handled in a well-ventilated area to prevent inhalation of dust. APPLICATIONS: (S)-2-(2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl)acetic acid is primarily used in pharmaceutical development as a building block for creating ACE inhibitors. The unique dioxolane-oxo structure provides a bioisosteric replacement for the phosphonate group, enhancing oral bioavailability, as described in cardiovascular medication research. Additionally, it serves as a intermediate for creating penicillin-binding protein inhibitors in antibiotic development, where the dioxolane ring system mimics the beta-lactam structure, as reported in antimicrobial chemistry literature. In agrochemical applications, it is utilized as a precursor for creating herbicides that inhibit plant acetohydroxyacid synthase, where the acetic acid functionality interacts with enzyme active sites, as detailed in pesticide chemistry studies. The compound also finds application in materials science as a monomer for creating biodegradable polymers, where the dioxolane ring undergoes hydrolytic degradation to release non-toxic byproducts, as outlined in green chemistry publications. Furthermore, it is employed in analytical chemistry as a chiral derivatization agent for amino acids, where the dioxolane framework forms diastereomeric complexes to facilitate enantiomer separation, as described in bioanalytical chemistry literature. Its structure makes it suitable for creating novel prodrugs where the acetic acid group is released upon metabolic activation, as detailed in drug delivery systems research.
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