4-Aminomethyl-1-N-Boc-piperidine

4-Aminomethyl-1-N-Boc-piperidine (CAS 144222-22-0), also known as tert-butyl 4-(aminomethyl)piperidine-1-carboxylate, is a strategically protected piperidine derivative engineered for pharmaceutical intermediate synthesis, ligand development, and combinatorial chemistry. This molecule integrates a saturated piperidine core—with an acid-labile Boc (tert-butoxycarbonyl) protecting group on the nitrogen atom (N1-position)—and a primary aminomethyl side chain at the C4 position. The N-Boc protection prevents unwanted N-alkylation during synthetic sequences and can be removed under mild acidic conditions, while the primary amine on the side chain offers orthogonal reactivity for acylation, alkylation, reductive amination, or heterocyclic fusion without affecting the protected ring nitrogen. Compared to its hydroxyethyl analog (CAS 89151-44-0), the aminomethyl group provides enhanced nucleophilicity and direct access to amide/urea linkages. This intermediate is particularly valuable for constructing CNS-active pharmaceuticals, GPCR ligands, peptidomimetics, and piperidine-based scaffolds where controlled nitrogen reactivity and side-chain functionalization are critical. Manufactured with purity ≥98% under controlled conditions, it supports drug discovery programs requiring modular access to differentially protected diamine architectures.

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Product Name	4-Aminomethyl-1-N-Boc-piperidine
CAS Number	144222-22-0
Chinese Name	4-氨基甲基 -1-N-Boc-哌啶
Synonyms	tert-Butyl 4-(aminomethyl)piperidine-1-carboxylate; N-Boc-4-aminomethylpiperidine; C₁₁H₂₂N₂O₂ protected piperidine
Chinese Synonyms	叔丁基 4-(氨基甲基) 哌啶 -1-羧酸酯; N-Boc-4-氨基甲基哌啶; Boc-氨基甲基哌啶; 保护性二胺中间体
Molecular Formula	C₁₁H₂₂N₂O₂
Molecular Weight	214.31 g/mol
Purity	≥ 98% (GC/HPLC area normalization)
Product Category	Pharmaceutical Intermediates / Piperidine Derivatives / Protected Amines
Appearance	White to Off-white Crystalline Powder or Solid
Melting Point	~80-82°C (estimated, may exist as low-melting solid)
Storage Conditions	Store in a cool, dry, well-ventilated area away from light and moisture. Keep container tightly closed under inert atmosphere (nitrogen). Protect from strong acids to avoid premature Boc deprotection.
Shelf Life	24 months under recommended storage conditions
Packaging	100mg/vial, 500mg/vial, 1g/bottle, 5g/bottle, or customized according to customer requirements
Applications	CNS drug synthesis (GPCR ligands), peptidomimetic development, piperidine-based ligand construction, combinatorial chemistry library synthesis, side-chain amine functionalization (acylation/alkylation), orthogonal protection strategies
Reactivity	Suitable for selective Boc deprotection (TFA/HCl), side-chain amine acylation/alkylation, reductive amination, heterocyclic cyclization, and sequential functionalization
Special Note	✅ Orthogonally Protected Diamine—N-Boc enables selective side-chain amine modification before ring nitrogen deprotection. Distinct from hydroxyethyl analog (CAS 89151-44-0) by nucleophilicity. Part of our protected piperidine building block series.