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1-Boc-4-(2-hydroxyethyl)piperidine
1-Boc-4-(2-hydroxyethyl)piperidine (CAS 89151-44-0), also known as tert-butyl 4-(2-hydroxyethyl)piperidine-1-carboxylate, is a strategically protected piperidine derivative engineered for pharmaceutical intermediate synthesis, ligand development, and heterocyclic construction. This molecule integrates a saturated piperidine core—with a acid-labile Boc (tert-butoxycarbonyl) protecting group on the nitrogen atom—and a 2-hydroxyethyl side chain at the C4 position. The N-Boc protection ensures compatibility with base-sensitive reactions and prevents unwanted N-alkylation during synthetic sequences, while the primary alcohol terminus enables esterification, etherification, oxidation, or conversion to halides for further functionalization. This orthogonal protection strategy allows chemists to selectively modify the hydroxyethyl side chain before deprotecting the piperidine nitrogen under mild acidic conditions. Compared to its unprotected analog (CAS 622-26-4), this compound offers enhanced stability during multi-step synthesis and improved purification profiles. This intermediate is particularly valuable for constructing CNS-active pharmaceuticals, GPCR ligands, and piperidine-based scaffolds where controlled nitrogen reactivity is critical. Manufactured with purity ≥98% under controlled conditions, it supports drug discovery programs requiring modular access to differentially protected piperidine architectures.
Property
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Product Name
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1-Boc-4-(2-hydroxyethyl)piperidine
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CAS Number
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89151-44-0
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Chinese Name
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1-Boc-4-(2-羟乙基) 哌啶
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Synonyms
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tert-Butyl 4-(2-hydroxyethyl)piperidine-1-carboxylate; N-Boc-4-(2-hydroxyethyl)piperidine; C₁₂H₂₃NO₃ protected piperidine
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Chinese Synonyms
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叔丁基 4-(2-羟乙基) 哌啶 -1-羧酸酯; N-Boc-4-(2-羟乙基) 哌啶; Boc-羟乙基哌啶; 保护性哌啶中间体
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Molecular Formula
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C₁₂H₂₃NO₃
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Molecular Weight
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229.32 g/mol
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Purity
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≥ 98% (GC/HPLC area normalization)
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Product Category
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Pharmaceutical Intermediates / Piperidine Derivatives / Protected Amines
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Appearance
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Colorless to pale yellow viscous liquid
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Melting Point
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~50-55°C (estimated, may exist as low-melting solid)
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Storage Conditions
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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.
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Shelf Life
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18-24 months under recommended storage conditions
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Packaging
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100mg/vial, 500mg/vial, 1g/bottle, 5g/bottle, or customized according to customer requirements
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Applications
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CNS drug synthesis (GPCR ligands), piperidine-based ligand development, heterocyclic library construction, alcohol derivatization (esterification/etherification/oxidation), sequential functionalization via orthogonal Boc/OH protection
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Reactivity
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Suitable for selective Boc deprotection (TFA/HCl), alcohol esterification/etherification, oxidation to aldehyde/acid, conversion to halides, and heterocyclic cyclization
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Special Note
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✅ Orthogonally Protected Scaffold—N-Boc enables selective side-chain modification before amine deprotection. Distinct from unprotected analog (CAS 622-26-4) by stability and purification profile. Part of our protected piperidine building block series.
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