Description
(2S,4S)-tert-butyl 2-carbamoyl-4-fluoropyrrolidine-1-carboxylate (CAS No. 426844-22-6) is a high-purity fluorinated pyrrolidine derivative, widely utilized in pharmaceutical research and organic synthesis. With the molecular formula C10H17FN2O3, this compound serves as a versatile intermediate for the development of bioactive molecules, particularly in the synthesis of protease inhibitors and other therapeutic agents. Its stereospecific (2S,4S) configuration ensures precise reactivity in chiral environments, making it invaluable for asymmetric synthesis. Packaged under inert conditions to guarantee stability, this product is rigorously tested via HPLC, NMR, and MS to meet the highest industry standards for researchers and scientists.
Properties
- CAS Number: 426844-22-6
- Complexity: 301
- IUPAC Name: tert-butyl (2S,4S)-2-carbamoyl-4-fluoro-pyrrolidine-1-carboxylate
- InChI: InChI=1S/C10H17FN2O3/c1-10(2,3)16-9(15)13-5-6(11)4-7(13)8(12)14/h6-7H,4-5H2,1-3H3,(H2,12,14)/t6-,7-/m0/s1
- InChI Key: SQGNCVVKJIZGLC-BQBZGAKWSA-N
- Exact Mass: 232.12232057
- Molecular Formula: C10H17FN2O3
- Molecular Weight: 232.25
- SMILES: CC(C)(C)OC(=O)N1C[C@H](C[C@H]1C(=O)N)F
- Topological: 72.6
- Monoisotopic Mass: 232.12232057
- Synonyms: (2S,4S)-tert-butyl 2-carbamoyl-4-fluoropyrrolidine-1-carboxylate, 426844-22-6, tert-Butyl (2S,4S)-2-carbamoyl-4-fluoropyrrolidine-1-carboxylate, SCHEMBL241211, DTXSID90892355, SQGNCVVKJIZGLC-BQBZGAKWSA-N, CS-0058393, (4S)-1-(tert-butoxycarbonyl)-4-fluoro-L-prolinamide, (2S,4S)-1-(tert-butoxycarbonyl)-2-carbamoyl-4-fluoropyrrolidine, (2S,4S)-2-(aminocarbonyl)-1-(tert-butoxycarbonyl)-4-fluoropyrrolidine, 1-tert-butyl(2s,4s) 2-(aminocarbonyl)-4-fluoropyrrolidine-1-carboxylate, 2-Methyl-2-propanyl (2S,4S)-2-carbamoyl-4-fluoro-1-pyrrolidinecarboxylate, tert-Butyl (2S,4S)-2-aminocarbonyl-4-fluoro-1-pyrrolidinecarboxylate, (2S,4S)-2-carbamoyl-4-fluoro-pyrrolidine-1-carboxylic acid tert-butyl ester
This compound is primarily employed as a chiral building block in medicinal chemistry for the synthesis of fluorinated proline derivatives. It is particularly useful in the development of enzyme inhibitors and peptidomimetics due to its stereospecificity and fluorine substitution. Researchers also leverage its reactivity in solid-phase peptide synthesis (SPPS) and as a precursor for novel fluorinated pharmacophores.
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