Identification | Back Directory | [Name]
5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole | [CAS]
936902-12-4 | [Synonyms]
Benzoxazole-5-boronic Acid Pinacol Ester Benzooxazole-5-boronic acid pinacol ester Benzo[d]oxazole-5-boronic acid pinacol ester Benzooxazole-5-boronic acid pinacol ester 97% 1,3-Benzoxazole-5-boronic acid, pinacol ester benzo[d]oxazol-5-ylboronic acid pinacol ester Benzoxazole, 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-benzoxazole 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazo... | [Molecular Formula]
C13H16BNO3 | [MDL Number]
MFCD13181968 | [MOL File]
936902-12-4.mol | [Molecular Weight]
245.08 |
Chemical Properties | Back Directory | [Melting point ]
88-93°C | [Boiling point ]
350.1±15.0 °C(Predicted) | [density ]
1.14±0.1 g/cm3(Predicted) | [storage temp. ]
2-8°C | [form ]
solid | [pka]
0.17±0.10(Predicted) | [Appearance]
White to yellow Solid |
Hazard Information | Back Directory | [Synthesis]
5-Bromobenzoxazole (1 g, 5.05 mmol), pinacol ester of bisboronic acid (1.54 g, 6.06 mmol), potassium acetate (1.49 g, 15.15 mmol) and Pd(dppf)Cl2 (184.76 mg, 0.25 mmol) were used as raw materials, and the above reagents were added to a reaction flask under nitrogen protection, using 1,4-dioxane as solvent. The reaction mixture was stirred at 100 °C for 8 hours. After completion of the reaction, it was cooled to room temperature and the solvent was removed by distillation under reduced pressure. The crude product was purified by column chromatography to afford 1.03 g of the target product benzoxazole-5-boronic acid pinacol ester in white powder form in 83.4% yield. | [References]
[1] Journal of Medicinal Chemistry, 2017, vol. 60, # 14, p. 6337 - 6352 [2] Patent: CN108503634, 2018, A. Location in patent: Paragraph 0316; 0317; 0320; 0321 [3] Patent: US2016/318895, 2016, A1. Location in patent: Paragraph 0300 [4] Journal of Medicinal Chemistry, 2018, vol. 61, # 23, p. 10724 - 10738 [5] Patent: WO2011/14795, 2011, A2. Location in patent: Page/Page column 94 |
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