| Identification | Back Directory | [Name]
TERT-BUTYL 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-3,6-DIHYDROPYRIDINE-1(2H)-CARBOXYLATE | [CAS]
885693-20-9 | [Synonyms]
-5,6-dihydropyridine-1(2H)
2-[1-(tert-Butoxycarbonyl)-1,2,5,6
6-DIHYDROPYRIDINE-1(2H)-CARBOXYLATE
1-Boc-3,6-dihydropyridine-5-boronic acid pinacol ester
1-Boc-5,6-dihydro-2H-pyridine-3-boronic acid picol ester
1-Boc-3,6-dihydro-2H-pyridine-5-boronic acid pinacol ester
1-Boc-5,6-dihydro-2H-pyridine-3-boronic acid pinacol ester
1-Boc-1,2,5,6-tetrahydro-3-pyridylboronic Acid Pinacol Ester
N-Boc-1,2,5,6-tetrahydropyridine-3-boronic Acid Pinacol Ester
1-(tert-Butoxycarbonyl)-1,2,5,6-tetrahydro-3-pyridylboronic Acid Pinacol Ester
1-Boc-1,2,5,6-tetrahydro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
(1-(TERT-BUTOXYCARBONYL)-1,2,5,6-TETRAHYDROPYRIDIN-3-YL)BORONIC ACID PINACOL ESTER
tert-butyl 5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylate
tert-butyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate
tert-butyl 5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydropyridine-1(2H)-carboxylate
tert-Butyl 5-(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)-3,4-dihydropyridine-1(2H)-carboxylate
TERT-BUTYL 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-3,6-DIHYDROPYRIDINE-1(2H)-CARBOXYLATE
1-(tert-Butoxycarbonyl)-1,2,5,6-tetrahydro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-buty
5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-but
tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylate
tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydropyridine-1(2H)-carboxylate 95%
tert-butyl 3-(hydroxy((3-hydroxy-2,3-dimethylbutan-2-yl)oxy)boryl)-5,6-dihydropyridine-1(2H)-carboxylate
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester 98%
1(2H)-Pyridinecarboxylicacid, 3,6-dihydro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-,1,1-dimethylethyl ester
1(2H)-Pyridinecarboxylic acid, 5,6-dihydro-3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-, 1,1-diMethylethyl ester
TERT-BUTYL 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-3,6-DIHYDROPYRIDINE-1(2H)-CARBOXYLATE ISO 9001：2015 REACH | [EINECS(EC#)]
1592732-453-0 | [Molecular Formula]
C16H28BNO4 | [MDL Number]
MFCD10697911 | [MOL File]
885693-20-9.mol | [Molecular Weight]
309.21 |
| Chemical Properties | Back Directory | [Melting point ]
105 °C | [Boiling point ]
348.0±52.0 °C(Predicted) | [density ]
1.05 | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
solid | [pka]
-1.17±0.40(Predicted) | [color ]
White to Light yellow | [InChI]
InChI=1S/C16H28BNO4/c1-14(2,3)20-13(19)18-10-8-9-12(11-18)17-21-15(4,5)16(6,7)22-17/h9H,8,10-11H2,1-7H3 | [InChIKey]
KEEIJBAOTMNSEN-UHFFFAOYSA-N | [SMILES]
C1N(C(OC(C)(C)C)=O)CC(B2OC(C)(C)C(C)(C)O2)=CC1 |
| Hazard Information | Back Directory | [Uses]
tert-Butyl 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydropyridine-1(2H)-carboxylate is used as a reactant in the synthesis of phosphatidylinositol 3-kinase inhibitors. | [Synthesis]
General procedure: PdCl2 (dppf) (0.16 g, 0.22 mmol), KOAc (2.18 g, 22.2 mmol), bis(pinacolato)diboron (2.07 g, 8.13 mmol), and dppf (0.12 g, 0.22 mmol) were added to a round-bottomed flask and the flask flushed with argon. A solution of degassed tert-butyl 5-(((trifluoromethyl)sulfonyl)oxy)-3,6-dihydropyridine-1(2H)-carboxylate (2.45 g, 7.40 mmol) in dioxane (70 mL) was added to the flask. The reaction mixture was heated to 80 °C and stirred for 16 hours. After completion of the reaction, it was filtered through a glass sintered funnel to remove the solid KOAc and the filtrate was concentrated under reduced pressure. Purification by silica gel column chromatography (eluent: 5% EtOAc in hexane solution) afforded tert-butyl 3-boronic acid pinacol esteryl-5,6-dihydropyridine-1(2H)-carboxylate (1.62 g, 71%) as a colorless oil.1H NMR (400 MHz, CDCl3): δ 6.69-6.60 (m, 1H), 3.98 (br s, 2H), 3.49-3.42 (m, 2H), 2.24-2.16 (m, 2H), 1.47 (s, 9H), 1.27 (s, 12H). LC-MS (ESI, m/z): calculated value C18H28BNO4 [M+H]+ 310.2, measured value 311.0. | [References]
[1] Patent: WO2006/47277, 2006, A2. Location in patent: Page/Page column 97
[2] Patent: US2006/281788, 2006, A1. Location in patent: Page/Page column 73
[3] Patent: US2008/51402, 2008, A1. Location in patent: Page/Page column 60
[4] Patent: WO2007/48088, 2007, A2. Location in patent: Page/Page column 115
[5] Patent: US2013/102601, 2013, A1. Location in patent: Paragraph 184 |
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