| Identification | Back Directory | [Name]
3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester | [CAS]
287944-16-5 | [Synonyms]
3,6-Dihydro-2H-pyran-4-bo...
3,6-Dihydro-2H-pyran-4-boronic acid pinacoL
3,6-Dihydro-2H-pyran-4-boronic acid picol ester
3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester
3,6-Dihydro-2H-pyran-4-ylboronic acid pinacol ester
3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester 97%
3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester
3,6-Dihydro-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-
3,6-Dihydro-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-2H-pyran
2-(3,6-dihydro-2H-pyran-4-yl)-4,4,5,5-tetraMethyl-1,3,2-dioxaborolane
2H-Pyran, 3,6-dihydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2h-pyran, 95%
3-hydroxy-2,3-dimethylbutan-2-yl hydrogen (3,6-dihydro-2H-pyran-4-yl)boronate
3,6-Dihydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-pyran, 2-(3,6-Dihydro-2H-pyran-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | [Molecular Formula]
C11H19BO3 | [MDL Number]
MFCD11052631
| [MOL File]
287944-16-5.mol | [Molecular Weight]
210.08 |
| Chemical Properties | Back Directory | [Melting point ]
63-67℃ | [Boiling point ]
238.6±50.0 °C(Predicted) | [density ]
1.01±0.1 g/cm3(Predicted) | [storage temp. ]
2-8°C | [form ]
Solid | [color ]
White to off-white | [Water Solubility ]
Slightly soluble in water. | [Sensitive ]
Moisture Sensitive | [InChI]
InChI=1S/C11H19BO3/c1-10(2)11(3,4)15-12(14-10)9-5-7-13-8-6-9/h5H,6-8H2,1-4H3 | [InChIKey]
DOSGEBYQRMBTGS-UHFFFAOYSA-N | [SMILES]
C1OCC=C(B2OC(C)(C)C(C)(C)O2)C1 |
| Hazard Information | Back Directory | [Uses]
It plays an important role as intermediate for organic synthesis agrochemical, pharmaceutical and dyestuff field. | [Synthesis]
To a 250 mL round-bottomed flask, a solution of 3,6-dihydro-2H-pyran-4-trifluoromethanesulfonate (2.7 g, 11.6 mmol), PdCl2(dppf) (440 mg, 0.6 mmol), and potassium acetate (3 g, 36 mmol) was added to a solution of dioxane (20 mL), which was subsequently displaced three times with argon to remove air. The reaction mixture was stirred at 80 °C overnight. Upon completion of the reaction, it was cooled to room temperature and filtered through a short column containing diatomaceous earth to remove solid impurities. The filtrate was concentrated under reduced pressure and the residue was purified by column chromatography (eluent: 10% dichloromethane solution of hexane) to give the final white solid product 3,6-dihydro-2H-pyran-4-boronic acid pinacol ester (2 g, 81% yield). | [References]
[1] Patent: WO2008/153858, 2008, A1. Location in patent: Page/Page column 307
[2] Patent: US2012/316147, 2012, A1. Location in patent: Page/Page column 32
[3] Patent: WO2012/168350, 2012, A1. Location in patent: Page/Page column 76; 77
[4] ACS Medicinal Chemistry Letters, 2016, vol. 7, # 7, p. 666 - 670
[5] Patent: US2008/318935, 2008, A1. Location in patent: Page/Page column 65 |
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