Description

O1-tert-butyl O2-methyl (2R,3S)-3-fluoropyrrolidine-1,2-dicarboxylate (CAS: 926910-53-4) is a high-purity fluorinated pyrrolidine derivative designed for advanced pharmaceutical and chemical research applications. With the molecular formula C₁₁H₁₈FNO₄, this compound features a stereospecific (2R,3S) configuration and dual carboxylate protection (tert-butyl and methyl esters), making it a versatile intermediate for medicinal chemistry and drug discovery. Its fluorine substitution enhances metabolic stability and bioavailability, while the Boc (tert-butoxycarbonyl) and methyl ester groups facilitate selective deprotection for further functionalization. This product is rigorously tested via HPLC, NMR, and MS to ensure ≥95% purity, meeting stringent quality standards for preclinical and synthetic studies. Ideal for researchers developing fluorinated bioactive molecules or exploring novel heterocyclic scaffolds.

Properties

• CAS Number: 926910-53-4
• Complexity: 313
• IUPAC Name: O1-tert-butyl O2-methyl (2R,3S)-3-fluoropyrrolidine-1,2-dicarboxylate
• InChI: InChI=1S/C11H18FNO4/c1-11(2,3)17-10(15)13-6-5-7(12)8(13)9(14)16-4/h7-8H,5-6H2,1-4H3/t7-,8-/m0/s1
• InChI Key: CHBKHXNHCHJSAP-YUMQZZPRSA-N
• Exact Mass: 247.12198622
• Molecular Formula: C11H18FNO4
• Molecular Weight: 247.26
• SMILES: CC(C)(C)OC(=O)N1CC[C@@H]([C@H]1C(=O)OC)F
• Topological: 55.8
• Monoisotopic Mass: 247.12198622
• Synonyms: 926910-53-4, O1-tert-butyl O2-methyl (2R,3S)-3-fluoropyrrolidine-1,2-dicarboxylate, 1-(tert-butyl) 2-methyl (2R,3S)-3-fluoropyrrolidine-1,2-dicarboxylate, 1-TERT-BUTYL 2-METHYL (2R,3S)-3-FLUOROPYRROLIDINE-1,2-DICARBOXYLATE, Methyl (2R,3S)-1-Boc-3-fluoropyrrolidine-2-carboxylate, SCHEMBL16647924, PS-16017, F70413, EN300-28278067, 1-O-tert-butyl 2-O-methyl (2R,3S)-3-fluoropyrrolidine-1,2-dicarboxylate, rac-1-tert-butyl 2-methyl (2R,3S)-3-fluoropyrrolidine-1,2-dicarboxylate, 2435647-80-4

This fluorinated pyrrolidine derivative serves as a key chiral building block in the synthesis of protease inhibitors, kinase modulators, and other bioactive compounds targeting neurological and oncological pathways. Its rigid, fluorine-bearing scaffold improves binding affinity and pharmacokinetic properties in drug candidates. Commonly used in peptide mimetics and small-molecule libraries for high-throughput screening (HTS). Suitable for asymmetric catalysis and stereoselective transformations in API development.

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