Description

tert-Butyl ((3R,5R)-5-fluoropiperidin-3-yl)carbamate (CAS No. 1363378-07-7) is a high-purity fluorinated piperidine derivative with the molecular formula C₁₀H₁₉FN₂O₂. This chiral compound, featuring a tert-butoxycarbonyl (Boc) protecting group, is a valuable intermediate in pharmaceutical synthesis and medicinal chemistry research. Its stereospecific (3R,5R) configuration ensures precise reactivity in asymmetric synthesis. Ideal for peptide modifications, drug discovery, and bioactive molecule development, this compound is supplied as a white to off-white crystalline powder with ≥95% purity (HPLC). Store under inert conditions at 2-8°C for optimal stability. Suitable for use in NMR, LC-MS, and other analytical techniques.

Properties

• CAS Number: 1363378-07-7
• Complexity: 228
• IUPAC Name: tert-butyl N-[(3R,5R)-5-fluoro-3-piperidyl]carbamate
• InChI: InChI=1S/C10H19FN2O2/c1-10(2,3)15-9(14)13-8-4-7(11)5-12-6-8/h7-8,12H,4-6H2,1-3H3,(H,13,14)/t7-,8-/m1/s1
• InChI Key: ACHGEWOGBWGEEL-HTQZYQBOSA-N
• Exact Mass: 218.14305602
• Molecular Formula: C10H19FN2O2
• Molecular Weight: 218.27
• SMILES: CC(C)(C)OC(=O)N[C@@H]1C[C@H](CNC1)F
• Topological: 50.4
• Monoisotopic Mass: 218.14305602
• Synonyms: 1363378-07-7, tert-Butyl ((3R,5R)-5-fluoropiperidin-3-yl)carbamate, tert-butyl N-[(3R,5R)-5-fluoropiperidin-3-yl]carbamate, (3R,5R)-3-(Boc-Amino)-5-fluoropiperidine, Carbamic acid, N-[(3R,5R)-5-fluoro-3-piperidinyl]-, 1,1-dimethylethyl ester, (3R,4R)-rel-3-(Boc-amino)-5-fluoropiperidine, MFCD23105836, 2414303-66-3, rel-(3r,4r)-3-(boc-amino)-5-fluoropiperidine, SCHEMBL21563530, DTXSID601142859, AKOS025289999, PB38917, AS-51703, DB-144500, CS-0048000, P13330, EN300-7150130, tert-butyl (3R,5R)-5-fluoropiperidin-3-ylcarbamate, tert-Butyl((3R,5R)-5-fluoropiperidin-3-yl)carbamate, Rel-tert-butyl ((3R,5R)-5-fluoropiperidin-3-yl)carbamate

Application

This compound serves as a key chiral building block in the synthesis of fluorinated pharmaceutical agents, particularly protease inhibitors and kinase modulators. It is utilized in peptide chemistry for introducing fluorinated piperidine motifs to enhance metabolic stability. Researchers employ it in the development of CNS-targeting drugs due to its ability to improve blood-brain barrier penetration. The Boc-protected amine allows for selective deprotection in multi-step synthetic routes.

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