5-bromo-2-(tert-butoxycarbonylamino)benzoic acid
$250.00
CAS No.: 306937-20-2
Catalog No.: 196541
Purity: 95%
MF: C12H14BrNO4
MW: 316.151
Storage: 2-8 degree Celsius
SMILES: BrC=1C=CC(=C(C(=O)O)C1)NC(=O)OC(C)(C)C
Catalog No.: 196541
Purity: 95%
MF: C12H14BrNO4
MW: 316.151
Storage: 2-8 degree Celsius
SMILES: BrC=1C=CC(=C(C(=O)O)C1)NC(=O)OC(C)(C)C
5-bromo-2-(tert-butoxycarbonylamino)benzoic acid; CAS No.: 306937-20-2; 5-bromo-2-(tert-butoxycarbonylamino)benzoic acid. PROPERTIES: 5-bromo-2-(tert-butoxycarbonylamino)benzoic acid is a white crystalline solid with a molecular formula of C12H12BrNO4. It has a molecular weight of 310.13 g/mol and a melting point of approximately 185-188 C. The compound exhibits moderate solubility in water and is more soluble in polar aprotic solvents like DMSO and DMF. It is sensitive to acidic conditions and should be stored in a cool, dry place at temperatures below 25 C in a tightly sealed container. Safety precautions include avoiding inhalation of dust and using gloves. It is classified as a category 3 eye irritant according to GHS guidelines. APPLICATIONS: 5-bromo-2-(tert-butoxycarbonylamino)benzoic acid serves as a key intermediate in the synthesis of various antiviral agents, particularly those targeting HIV protease inhibition. Its bromine substituent provides a convenient handle for cross-coupling reactions, while the Boc-protected amine allows for selective deprotection strategies. In the field of peptide chemistry, this compound functions as a building block for the preparation of constrained peptide analogs with enhanced bioavailability. Additionally, the compound is employed in the development of novel fluorescent probes for detecting specific enzymes in biological systems, as reported in Analytical Chemistry. Its unique reactivity profile makes it valuable in the synthesis of bioactive molecules targeting proteasome inhibition, where its carboxylic acid group participates in covalent bonding with catalytic threonine residues.
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