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Atomfair 1-Carbobenzoxy-1,2,3,6-tetrahydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine N-Cbz-4-PinBoc-THP, NA C19H26BNO4
Description 1-Carbobenzoxy-1,2,3,6-tetrahydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (CAS: 286961-15-7) is a high-purity boronic ester derivative designed for advanced synthetic applications in medicinal chemistry and organic synthesis. With the molecular formula C19H26BNO4, this compound features a carbobenzoxy (Cbz) protecting group and a pinacol boronate moiety, making it a versatile intermediate for Suzuki-Miyaura cross-coupling reactions and other transition-metal-catalyzed transformations. Its IUPAC name is benzyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylate , and it is supplied as a stable, crystalline solid under inert conditions to ensure optimal reactivity. Ideal for researchers developing pharmaceuticals, agrochemicals, or functional materials, this reagent offers exceptional compatibility with sensitive functional groups.
Description
Description
1-Carbobenzoxy-1,2,3,6-tetrahydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (CAS: 286961-15-7) is a high-purity boronic ester derivative designed for advanced synthetic applications in medicinal chemistry and organic synthesis. With the molecular formula C19H26BNO4, this compound features a carbobenzoxy (Cbz) protecting group and a pinacol boronate moiety, making it a versatile intermediate for Suzuki-Miyaura cross-coupling reactions and other transition-metal-catalyzed transformations. Its IUPAC name is benzyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylate, and it is supplied as a stable, crystalline solid under inert conditions to ensure optimal reactivity. Ideal for researchers developing pharmaceuticals, agrochemicals, or functional materials, this reagent offers exceptional compatibility with sensitive functional groups.
- CAS No: 286961-15-7
- Molecular Formula: C19H26BNO4
- Molecular Weight: 343.2
- Exact Mass: 343.1954885
- Monoisotopic Mass: 343.1954885
- IUPAC Name: benzyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylate
- SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CCN(CC2)C(=O)OCC3=CC=CC=C3
- Synonyms: 1-Carbobenzoxy-1,2,3,6-tetrahydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, 854-741-7, 286961-15-7, benzyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate, N-Cbz-1,2,3,6-tetrahydropyridine-4-boronic acid pinacol ester
Application
This compound is widely used as a key intermediate in the synthesis of bioactive molecules, particularly in the construction of heterocyclic scaffolds via Pd-catalyzed cross-coupling reactions. Its boronate ester group enables efficient Suzuki-Miyaura couplings with aryl halides, while the Cbz-protected amine allows for selective deprotection in multistep syntheses. Applications include the preparation of piperidine-based drug candidates, kinase inhibitors, and boron-containing probes for chemical biology.
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