Description

1-Benzyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine (CAS: 1048976-83-5) is a high-purity boronic ester derivative with the molecular formula C₁₈H₂₆BNO₂. This compound is a valuable synthetic intermediate, widely used in Suzuki-Miyaura cross-coupling reactions due to its stable pinacol boronate group. The benzyl-substituted tetrahydropyridine core enhances its reactivity in transition-metal-catalyzed transformations, making it ideal for constructing complex heterocyclic scaffolds in pharmaceutical and agrochemical research. Supplied as a crystalline solid, it is rigorously tested for purity (typically ≥95% by HPLC) and stored under inert conditions to ensure stability. Suitable for use in organic synthesis, medicinal chemistry, and material science applications.

Properties

• CAS Number: 1048976-83-5
• Complexity: 411
• IUPAC Name: 1-benzyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine
• InChI: InChI=1S/C18H26BNO2/c1-17(2)18(3,4)22-19(21-17)16-10-12-20(13-11-16)14-15-8-6-5-7-9-15/h5-10H,11-14H2,1-4H3
• InChI Key: SBZWAVVCJBBNSM-UHFFFAOYSA-N
• Exact Mass: 299.2056592
• Molecular Formula: C18H26BNO2
• Molecular Weight: 299.2
• SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CCN(CC2)CC3=CC=CC=C3
• Topological: 21.7
• Monoisotopic Mass: 299.2056592
• Synonyms: 1048976-83-5, 1-BENZYL-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1,2,3,6-TETRAHYDROPYRIDINE, 1-Benzyl-1,2,3,6-tetrahydropyridine-4-boronic acid pinacol ester, MFCD11501654, 1-benzyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine, SCHEMBL9952926, DTXSID80678049, SBZWAVVCJBBNSM-UHFFFAOYSA-N, (1-BENZYL-1,2,3,6-TETRAHYDROPYRIDIN-4-YL)BORONIC ACID PINACOL ESTER, AKOS015949248, CS-W001285, SB30375, 1,2,3,6-Tetrahydro-1-(phenylmethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, DS-13192, SY031554, DB-059223, 1-Benzyl-1,2,3,6-tetrahydropyridine-4-boronic acid, pinacol ester, 1-Benzyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1,2,3,6-tetrahydro-pyridine, 1-Benzyl-4-(4 pound not4 pound not5 pound not5-tetramethyl-1 pound not3 pound not2-dioxaborolan-2-yl)-1 pound not2 pound not3 pound not6-tetrahydropyridine

Application

This compound is primarily employed as a key intermediate in palladium-catalyzed cross-coupling reactions, enabling the synthesis of biaryl and heteroaryl structures. Researchers utilize it in the development of pharmaceutical candidates, particularly for CNS-targeting molecules due to its benzyl-tetrahydropyridine moiety. It also serves as a precursor for boronic acid derivatives in sensor and polymer chemistry.

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