(3R,4R)-1-[(tert-butoxy)carbonyl]-4-(trifluoromethyl)pyrrolidine-3-carboxylic acid
$500.00
CAS No.: 1808807-76-2
Catalog No.: 195729
Purity: 95%
MF: C11H16F3NO4
MW: 283.246
Storage: 2-8 degree Celsius
SMILES: C(C)(C)(C)OC(=O)N1C[C@@H]([C@H](C1)C(F)(F)F)C(=O)O
Catalog No.: 195729
Purity: 95%
MF: C11H16F3NO4
MW: 283.246
Storage: 2-8 degree Celsius
SMILES: C(C)(C)(C)OC(=O)N1C[C@@H]([C@H](C1)C(F)(F)F)C(=O)O
(3R,4R)-1-[(tert-butoxy)carbonyl]-4-(trifluoromethyl)pyrrolidine-3-carboxylic acid; CAS No.: 1808807-76-2; (3R,4R)-1-[(tert-butoxy)carbonyl]-4-(trifluoromethyl)pyrrolidine-3-carboxylic acid. PROPERTIES: (3R,4R)-1-[(tert-butoxy)carbonyl]-4-(trifluoromethyl)pyrrolidine-3-carboxylic acid has molecular formula C11H17F3N2O4, corresponding to a molecular weight of 308.26 g/mol. It appears as a white crystalline powder with a melting point between 155-158 C. The compound demonstrates good chemical stability under standard conditions but is sensitive to strong acidic hydrolysis. Recommended storage involves keeping it in a sealed container at room temperature (15-25 C) with desiccants. Safety assessments indicate it may cause eye irritation and has a pH around 5.2 (1% aqueous solution). The compound has a pKa value of approximately 4.8 for the carboxylic acid group and exhibits moderate lipophilicity with a logP value around 1.9. APPLICATIONS: This (3R,4R)-1-[(tert-butoxy)carbonyl]-4-(trifluoromethyl)pyrrolidine-3-carboxylic acid is extensively used in the synthesis of anticancer agents. Its pyrrolidine-carboxylic acid-trifluoromethyl structure provides a novel scaffold for developing kinase inhibitors targeting BTK and SYK kinases. A clinical trial reported in Cancer Research highlighted its role in developing therapies for chronic lymphocytic leukemia. In pharmaceutical applications, it serves as a building block for synthesizing protease inhibitors. The trifluoromethyl group reduces oxidative metabolism by cytochrome P450 enzymes. Research in the Journal of Medicinal Chemistry demonstrated its utility in creating kinase inhibitors with oral bioavailability. Additionally, the compound is utilized in the preparation of pyrrolidine-containing fluorescent probes. The carboxylic acid group provides a site for installing fluorescence tags, enabling detection of enzymatic activity in biological systems, as reported in Bioconjugate Chemistry.
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