Description

Potassium (1-Boc-4-piperidinyloxy)methyltrifluoroborate (CAS No. 1364936-24-2) is a highly specialized organoboron reagent with the molecular formula C₁₁H₂₀BF₃KNO₃. This compound is an advanced synthetic intermediate, particularly valuable in cross-coupling reactions, peptide modifications, and medicinal chemistry applications. Its structure features a Boc-protected piperidinyloxy group coupled with a trifluoroborate moiety, offering enhanced stability and reactivity in Suzuki-Miyaura couplings. With a purity of ≥95% (HPLC), this reagent is supplied as a white to off-white crystalline powder, ensuring consistent performance in sensitive reactions. Ideal for researchers in pharmaceutical development and organic synthesis, it is packaged under inert conditions to maintain stability. Store at 2-8°C in a dry environment to prolong shelf life.

Properties

• CAS Number: 1364936-24-2
• Complexity: 315
• IUPAC Name: potassium;(1-tert-butoxycarbonyl-4-piperidyl)oxymethyl-trifluoro-boranuide
• InChI: InChI=1S/C11H20BF3NO3.K/c1-11(2,3)19-10(17)16-6-4-9(5-7-16)18-8-12(13,14)15;/h9H,4-8H2,1-3H3;/q-1;+1
• InChI Key: ACRQMPLRTDEQAH-UHFFFAOYSA-N
• Exact Mass: 321.1125396
• Molecular Formula: C11H20BF3KNO3
• Molecular Weight: 321.19
• SMILES: [B-](COC1CCN(CC1)C(=O)OC(C)(C)C)(F)(F)F.[K+]
• Topological: 38.8
• Monoisotopic Mass: 321.1125396
• Synonyms: 1364936-24-2, POTASSIUM (1-BOC-4-PIPERIDINYLOXY)METHYLTRIFLUOROBORATE, Potassium (((1-(tert-butoxycarbonyl)piperidin-4-yl)oxy)methyl)trifluoroborate, potassium [({1-[(tert-butoxy)carbonyl]piperidin-4-yl}oxy)methyl]trifluoroboranuide, potassium;trifluoro-[[1-[(2-methylpropan-2-yl)oxycarbonyl]piperidin-4-yl]oxymethyl]boranuide, MFCD11505932, ZB0270, AS-82408, A51257, Potassium(((1-(tert-butoxycarbonyl)piperidin-4-yl)oxy)methyl)trifluoroborate

Application

This reagent is primarily used in Suzuki-Miyaura cross-coupling reactions to introduce Boc-protected piperidinyloxy groups into complex molecules. It serves as a key intermediate in the synthesis of bioactive compounds and pharmaceutical candidates, particularly those targeting CNS disorders. Its trifluoroborate group enhances stability while maintaining reactivity under mild conditions.

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