Atomfair Tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylate N-Boc-4-THP-Bpin C16H28BNO4 CAS 286961-14-6

Tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylate (CAS: 286961-14-6) is a highly versatile boronic ester derivative widely used in organic synthesis and pharmaceutical research. This compound features a pinacol boronate group protected by a tert-butoxycarbonyl (Boc) moiety, making it an ideal intermediate for Suzuki-Miyaura cross-coupling reactions and other transition-metal-catalyzed processes. With a molecular formula of C16H28BNO4, it offers excellent stability under inert conditions while remaining reactive for functionalization of heterocyclic scaffolds. Suitable for researchers in medicinal chemistry, this high-purity reagent is supplied in crystalline form with rigorous QC validation (≥95% purity by HPLC). Store under nitrogen at 2-8°C to prevent degradation.

Description

Tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylate (CAS: 286961-14-6) is a highly versatile boronic ester derivative widely used in organic synthesis and pharmaceutical research. This compound features a pinacol boronate group protected by a tert-butoxycarbonyl (Boc) moiety, making it an ideal intermediate for Suzuki-Miyaura cross-coupling reactions and other transition-metal-catalyzed processes. With a molecular formula of C16H28BNO4, it offers excellent stability under inert conditions while remaining reactive for functionalization of heterocyclic scaffolds. Suitable for researchers in medicinal chemistry, this high-purity reagent is supplied in crystalline form with rigorous QC validation (≥95% purity by HPLC). Store under nitrogen at 2-8°C to prevent degradation.

Properties

  • CAS Number: 286961-14-6
  • Complexity: 463
  • IUPAC Name: tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylate
  • InChI: InChI=1S/C16H28BNO4/c1-14(2,3)20-13(19)18-10-8-12(9-11-18)17-21-15(4,5)16(6,7)22-17/h8H,9-11H2,1-7H3
  • InChI Key: VVDCRJGWILREQH-UHFFFAOYSA-N
  • Exact Mass: 309.2111385
  • Molecular Formula: C16H28BNO4
  • Molecular Weight: 309.2
  • SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CCN(CC2)C(=O)OC(C)(C)C
  • Topological: 48
  • Monoisotopic Mass: 309.2111385
  • Synonyms: tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylate, 689-148-0, 286961-14-6, N-Boc-1,2,5,6-tetrahydropyridine-4-boronic acid pinacol ester, tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate, Tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylate, N-Boc-1,2,3,6-tetrahydropyridine-4-boronic acid pinacol ester, 1-N-BOC-4-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)-3,6-DIHYDRO-2H-PYRIDINE, TERT-BUTYL 4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-3,6-DIHYDROPYRIDINE-1(2H)-CARBOXYLATE, tert-butyl 4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylate, MFCD03840345, 3,6-DIHYDRO-2H-PYRIDINE-1-N-BOC-4-BORONIC ACID PINACOL ESTER, 1-Boc-1,2,3,6-tetrahydropyridine-4-boronic Acid Pinacol Ester, 3,6-DIHYDRO-2H-PYRIDINE-1-N-BOC-4-BORONIC ACID, PINACOL ESTER, TERT-BUTYL 5,6-DIHYDRO-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PYRIDINE-1(2H)-CARBOXYLATE, 1-(tert-Butoxycarbonyl)-1,2,3,6-tetrahydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, 1-N-Boc-4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine;N-Boc-1,2,5,6-tetrahydropyridine-4-boronic acid pinacol ester, 4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester, 4-(4,4,5,5-tetramethyl-(1,3,2)dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester, tert-butyl 4-[4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-1(2H)-carboxylate, (N-tert-Butoxycarbonyl)-1,2,3,6-tetrahydropyridine-4-boronic acid pinacol ester, 1-Boc-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine, SCHEMBL39349, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester, DTXSID60405158, VVDCRJGWILREQH-UHFFFAOYSA-N, ALBB-037941, BCP05435, CS-B0439, N-BOC-1,2,5,6-TETRAHYDROPYRIDINE-4-(PINACOLATO)BORONATE, BBL103351, STL557161, AKOS005258661, PB29279, PB45555, (1-(TERT-BUTOXYCARBONYL)-1,2,3,6-TETRAHYDROPYRIDIN-4-YL)BORONIC ACID PINACOL ESTER, 4-(4,4,5,5-Tetramethyl[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester, AC-24255, HY-40249, PD199918, SY009245, tert-butyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate, TERT-BUTYL4-(4,4,5,5-TETRAMET, DB-361686, B4051, EN300-122712, 4X-9028, F1905-7232, Z1508685432, 1-boc-3,6-dihydro-2h-pyridine-4-boronic acid pinacol ester, 1-N-Boc-3,6-Dihydro-2H-pyridine-4-boronic acid pinacol ester, 3,6-Dihydro-2H-pyridine-1-tert-butoxycarbonyl-4-boronic acid, 1,2,3,6-Tetrahydropyridine-4-boronic acid, pinacol ester, N-BOC protected, N-Boc-1,2,3,6-tetrahydropyridine-4-boronic acid pinacol ester, 95%, (1-TERT-BUTOXYCARBONYL-1,2,3,6-TETRAHYDROPYRIDIN-4-YL)BORONIC ACID PINACOL ESTER, (N-TERT-BUTOXYCARBONYL-1,2,3,6-TETRAHYDROPYRIDIN-4-YL)BORONIC ACID PINACOL ESTER, 1-(tert-Butoxycarbonyl)-1,2,3,6-tetrahydro-4-pyridylboronic Acid Pinacol Ester, 1-BOC-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine, 1-N-Boc-4-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine, 3,6-DIHYDRO-2H-PYRIDINE-1-TERT-BUTOXYCARBONYL-4-BORONIC ACIDPINACOL ESTER, N-(TERT-BUTOXYCARBONYL)-3,6-DIHYDRO-2H-PYRIDINE-4-BORONIC ACID PINACOL ESTER, n-tert-butoxycarbonyl-1,2,3,6-tetrahydropyridine-4-boronic acid pinacol ester, N-tert-butyloxycarbonyl-1,2,3,6-tetrahydropyridine-4-boronic acid pinacol ester, 1(2H)-PYRIDINECARBOXYLIC ACID, 3,6-DIHYDRO-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-, 1,1-DIMETHYLETHYL ESTER, 1,1-dimethylethyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1(2H)-pyridinecarboxylate, 1,2,3,6-tetrahydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-pyridine-1-carboxylic acid ter-butylester, 1-tert-butoxycarbonyl-4-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolanyl)-1,2,3,6-tetrahydropyridine, 2-[1-(tert-Butoxycarbonyl)-1,2,3,6-tetrahydro-4-pyridyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 2-methylpropan-2-yl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-1(2H)-carboxylate, 3,6-DIHYDRO-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1(2H)-PYRIDINECARBOXYLIC ACID, 1,1-DIMETHYLETHYL ESTER, 3,6-dihydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1(2H)-pyridinecarboxylicacid 1,1-dimethylethyl ester, 4-(4 pound not4 pound not5 pound not5-tetramethyl-1 pound not3 pound not2-dioxaborolan-2-yl)-3 pound not6-dihydro-2H-pyridine-1-carboxylic acid tertbutyl ester, 4-(4,4,5,5-tetra-methyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester, 4-(4,4,5,5-tetramethyl-[1,3,2] dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester, 4-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)-3,6-dihydro-2 h-pyridine-1-carboxylic acid tert-butyl ester, 4-(4,4,5,5-Tetramethyl-[1,3,2]-dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert butyl ester, 4-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester, 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2h-pyridin-1-carboxylic acid tert-butyl ester, 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid t-butyl ester, 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2h-pyridine-1-carboxylic acid tert butyl ester, 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydropyridine-1(2H)-carboxylic acid tert-butyl ester, 4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid t-butyl ester, t-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-1(2h)-carboxylate, tert-butyl 4(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-1(2H)carboxylate, tert-butyl 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate, tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborol-an-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate, tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) -5,6-dihydropyridine-1(2H)-carboxylate, tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydro-1-pyridinecarboxylate, tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydro-pyridine-1-carboxylate, tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1 (2H)-pyridinecarboxylate, tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyridin-1-carboxylate, tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-1 (2H)-carboxylate, tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-1(2 H)-carboxylate, tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5, 6-dihydropyridine-1(2H)-carboxylate, tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydro-2H-pyridine-1-carboxylate, tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridin-1(2H)-carboxylate, Tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridin-1-(2H)-carboxylate, tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1 (2H)-carboxylate, tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2 H)-carboxylate, tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1-(2H)-carboxylate, tert-Butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-6-dihydropyridine-1(2H)-carboxylate, tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate, tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate, tert-butyl 4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylate, tert-butyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-1(2H)-pyridinecarboxylate, tert-butyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylate, tert-butyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-1(2H)-carboxylate, tert-Butyl4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydro-1-pyridinecarboxylate, TERT-BUTYL4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-3,6-DIHYDRO-2H-PYRIDINE-1-CARBOXYLATE, tert-butyl4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate

This compound is primarily used as a key intermediate in the synthesis of pharmaceuticals, particularly for modifying pyridine-based scaffolds. It enables efficient C-C bond formation in Suzuki-Miyaura couplings for drug discovery applications. The Boc protection allows selective deprotection for further functionalization. Researchers employ it in library synthesis for kinase inhibitors and CNS-targeting molecules. Its stability makes it valuable for multi-step synthetic routes requiring air-sensitive intermediates.

Safety and Hazards

GHS Hazard Statements

  • H315 (89.2%): Causes skin irritation [Warning Skin corrosion/irritation]
  • H319 (91.9%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
  • H335 (10.8%): 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

Hazard Classes and Categories

  • Skin Irrit. 2 (89.2%)
  • Eye Irrit. 2 (91.9%)
  • STOT SE 3 (10.8%)

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