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CAS RN: 28611-39-4 | 產品號碼: D4428
4-(Dimethylamino)phenylboronic Acid (contains varying amounts of Anhydride)
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| Appearance | White to Yellow to Orange powder to crystal |
| Purity(Neutralization titration) | 97.0 to 113.0 % |
| 熔點 | 227 °C |
| 圖形表示 |
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| 信號詞 | Warning |
| 危險性說明 | H315 : Causes skin irritation. H319 : Causes serious eye irritation. |
| 防範說明 | P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ eye protection/ face protection. P302 + P352 : IF ON SKIN: Wash with plenty of water. P337 + P313 : If eye irritation persists: Get medical advice/ attention. P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P362 + P364 : Take off contaminated clothing and wash it before reuse. P332 + P313 : If skin irritation occurs: Get medical advice/ attention. |
| HS編碼* | 2931.90-000 |
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Used Chemicals
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Procedure
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To a solution of methyl α-L-fucopyranoside (356 mg, 2 mmol), 4-(dimethylamino)phenylboronic acid (66 mg, 0.4 mmol, 0.2 equiv), tributylphosphine oxide (87 mg, 0.2 mmol, 0.2 equiv) and DIPEA (517 mg, 0.68 mL, 4.0 mmol, 2.0 equiv) in acetonitrile (10 mL) was added TBDPSCl (1.10 g, 1.03 mL, 4.0 mmol, 2.0 equiv) at rt and the mixture was stirred at 60 °C. After 24 h, methanol (1 mL) was added to the reaction mixture and the solvent was removed under reduced pressure. The residue was purified by column chromatography (ethyl acetate:hexane = 0:1 - 1:1 on silica gel) to give 1 as a colorless oil (510 mg,y. 61%).
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Experimenter’s Comments
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The reaction mixture was monitored by TLC (ethyl acetate:hexane = 1:1, Rf = 0.59).
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Analytical Data
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Compound 1
1H NMR (400 MHz, CDCl3); δ 7.75-7.67 (m, 4H), 7.48-7.36 (m, 6H), 4.68 (d, 1H, J = 3.2 Hz), 3.93-3.80 (m, 2H), 3.68 (brq, 1H, J = 6.5 Hz), 3.44-3.43 (m, 1H), 3.29 (s, 3H), 2.55 (brs, 1H), 1.53 (d, 1H, J = 8.9 Hz), 1.22 (d, 3H, J = 6.8 Hz), 1.10 (s, 9H).
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Lead Reference
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- Regioselective silylation of pyranosides using a boronic acid / Lewis base co-catalyst system
