Description

tert-Butyl thiazolidine-3-carboxylate (CAS No. 148312-55-4) is a high-purity organic compound with the molecular formula C₈H₁₅NO₂S. This heterocyclic thiazolidine derivative is widely utilized in pharmaceutical research, organic synthesis, and as a versatile building block for the development of bioactive molecules. Its IUPAC name, tert-butyl 1,3-thiazolidine-3-carboxylate, reflects its structural features, including a thiazolidine ring and a tert-butoxycarbonyl (Boc) protecting group. This compound is supplied as a stable solid with rigorous quality control to ensure consistency for sensitive applications. Ideal for researchers in medicinal chemistry, it serves as a key intermediate in the synthesis of peptidomimetics, enzyme inhibitors, and other pharmacologically active compounds. Store in a cool, dry place under inert conditions to maintain integrity.

Properties

• CAS Number: 148312-55-4
• Complexity: 176
• IUPAC Name: tert-butyl thiazolidine-3-carboxylate
• InChI: InChI=1S/C8H15NO2S/c1-8(2,3)11-7(10)9-4-5-12-6-9/h4-6H2,1-3H3
• InChI Key: XMOPVCIMGZUNNI-UHFFFAOYSA-N
• Exact Mass: 189.08234989
• Molecular Formula: C8H15NO2S
• Molecular Weight: 189.28
• SMILES: CC(C)(C)OC(=O)N1CCSC1
• Topological: 54.8
• Monoisotopic Mass: 189.08234989
• Synonyms: tert-Butyl thiazolidine-3-carboxylate, 148312-55-4, Tert-butyl 1,3-thiazolidine-3-carboxylate, 3-Thiazolidinecarboxylic acid, 1,1-dimethylethyl ester, MFCD22581582, SCHEMBL2013584, SCHEMBL3316773, SCHEMBL7875403, SCHEMBL28918933, N-tert-butoxycarbonyl-thiazolidine, XMOPVCIMGZUNNI-UHFFFAOYSA-N, 3-?Thiazolidinecarboxyl?ic acid, 1,?1-?dimethylethyl ester, tert-Butylthiazolidine-3-carboxylate, AKOS022184492, DS-18638, CS-0060967, W17301

Application

tert-Butyl thiazolidine-3-carboxylate is primarily employed as a protected intermediate in the synthesis of thiazolidine-containing pharmaceuticals and agrochemicals. Its Boc group enhances solubility and stability during multi-step reactions, making it valuable for peptide mimetics and drug discovery. Researchers also leverage its heterocyclic core for designing enzyme inhibitors targeting proteases and other biologically relevant proteins. Additionally, it finds use in asymmetric catalysis and ligand design due to its chiral thiazolidine framework.

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