Description

(1-(tert-Butoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yl)boronic acid (CAS No. 844501-00-4) is a high-purity boronic acid derivative widely used in organic synthesis, pharmaceutical research, and material science. With the molecular formula C₁₀H₁₈BNO₄, this compound features a tert-butoxycarbonyl (Boc)-protected tetrahydropyridine ring, making it a versatile intermediate for Suzuki-Miyaura cross-coupling reactions and other palladium-catalyzed transformations. Its boronic acid functionality enables efficient carbon-carbon bond formation, while the Boc group ensures stability during synthetic processes. This product is supplied as a white to off-white crystalline powder with ≥95% purity (HPLC), ensuring optimal performance in sensitive applications. Store under inert conditions at 2-8°C to maintain stability.

Properties

• CAS Number: 844501-00-4
• Complexity: 296
• IUPAC Name: (1-tert-butoxycarbonyl-3,6-dihydro-2H-pyridin-4-yl)boronic acid
• InChI: InChI=1S/C10H18BNO4/c1-10(2,3)16-9(13)12-6-4-8(5-7-12)11(14)15/h4,14-15H,5-7H2,1-3H3
• InChI Key: WHYUAGZAHLUISP-UHFFFAOYSA-N
• Exact Mass: 227.1328882
• Molecular Formula: C10H18BNO4
• Molecular Weight: 227.07
• SMILES: B(C1=CCN(CC1)C(=O)OC(C)(C)C)(O)O
• Topological: 70
• Monoisotopic Mass: 227.1328882
• Synonyms: 844501-00-4, (1-(tert-Butoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yl)boronic acid, [1-(tert-Butoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yl]boronic acid, DTXSID70620274, DTXCID00571028, 886-505-4, [1-(TERT-BUTOXYCARBONYL)-1,2,3,6-TETRAHYDROPYRIDINE-4-YL]BORONIC ACID, [1-[(2-methylpropan-2-yl)oxycarbonyl]-3,6-dihydro-2H-pyridin-4-yl]boronic acid, MFCD09997795, N-Boc-1,2,3,6-tetrahydropyridin-4-ylboronic acid, {1-[(tert-butoxy)carbonyl]-1,2,3,6-tetrahydropyridin-4-yl}boronic acid, C10H18BNO4, WHYUAGZAHLUISP-UHFFFAOYSA-N, [1-Boc-1,2,3,6-tetrahydropyridine-4-yl]boronic acid, N-Boc-1,2,3,6-tetrahydropyridine-4-boronic Acid, SCHEMBL1200023, 1-(tert-butoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-ylboronic acid, AKOS015919205, AB55799, CS-W019726, DS-2547, SY026139, DB-076036, EN300-150108, 1-Boc-1,2,3,6-tetrahydropyridine-4-boronic acid, 1-(tert-Butoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yl, (N-t-butoxycarbonyl-1,2,3,6-tetrahydropyridin-4-yl)boronic acid, N-tert-butoxycarbonyl-1,2,3,6-tetrahydropyridine-4-boronic acid, (1-(tert-Butoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yl)boronicacid, (1-{[(1,1-Dimethylethyl)oxy]carbonyl}-1,2,3,6-tetrahydro-4-pyridinyl)boronic acid

This boronic acid derivative is primarily employed in medicinal chemistry for the synthesis of bioactive molecules, including protease inhibitors and kinase-targeting compounds. It serves as a key building block in the preparation of heterocyclic scaffolds for drug discovery. Researchers also utilize it in material science for designing functionalized polymers and advanced organic frameworks. Its stability under diverse reaction conditions makes it suitable for multi-step synthetic routes.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

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