Description
Methyl (2R,3S)-3-fluoropyrrolidine-2-carboxylate hydrochloride (CAS No. 942230-95-7) is a high-purity fluorinated pyrrolidine derivative with the molecular formula C6H11ClFNO2. This chiral compound is a valuable building block in pharmaceutical research and organic synthesis, particularly for the development of bioactive molecules and peptidomimetics. The hydrochloride salt form enhances its stability and solubility, making it suitable for various reaction conditions. With its stereochemically defined (2R,3S) configuration, this compound is ideal for enantioselective synthesis and medicinal chemistry applications. Packaged under inert conditions to ensure longevity, it is available in quantities ranging from milligrams to kilograms to meet both research and bulk-scale needs.
Properties
- CAS Number: 942230-95-7
- Complexity: 140
- IUPAC Name: methyl (2R,3S)-3-fluoropyrrolidine-2-carboxylate;hydrochloride
- InChI: InChI=1S/C6H10FNO2.ClH/c1-10-6(9)5-4(7)2-3-8-5;/h4-5,8H,2-3H2,1H3;1H/t4-,5-;/m0./s1
- InChI Key: PVDPBWIVKAQESZ-FHAQVOQBSA-N
- Exact Mass: 183.0462344
- Molecular Formula: C6H11ClFNO2
- Molecular Weight: 183.61
- SMILES: COC(=O)[C@@H]1[C@H](CCN1)F.Cl
- Topological: 38.3
- Monoisotopic Mass: 183.0462344
- Synonyms: METHYL (2R,3S)-3-FLUOROPYRROLIDINE-2-CARBOXYLATE HYDROCHLORIDE, 942230-95-7, AT23942, AT23947, METHYL TRANS-3-FLUOROPYRROLIDINE-2-CARBOXYLATE HCL
Application
Methyl (2R,3S)-3-fluoropyrrolidine-2-carboxylate hydrochloride is widely used as a key intermediate in the synthesis of fluorinated pharmaceuticals and agrochemicals. Its rigid pyrrolidine scaffold and fluorine substitution make it a valuable precursor for designing protease inhibitors and CNS-active compounds. Researchers utilize this compound in peptide modification to enhance metabolic stability and bioavailability. It is also employed in asymmetric catalysis and as a chiral auxiliary in complex organic transformations.
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