4-(Boc-aMino)-3-fluorobenzeneboronic acid pinacol ester
4-(Boc-aMino)-3-fluorobenzeneboronic acid pinacol ester Basic information
- Product Name:
- 4-(Boc-aMino)-3-fluorobenzeneboronic acid pinacol ester
- Synonyms:
-
- tert-butyl-2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-ioxaborolan-2-yl)phenylcarbamate
- N-Boc-4-amino-3-fluorophenylboronic Acid Pinacol Ester
- N-Boc-4-amino-3-fluorophenylboronic acid pi
- 4-(BOC-amino)-3-fluorophenyl boronic acid, pinacol ester
- t-Butyl 2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylcarbamate
- N-tert-butyl-N-[2-fluoro-4-(tetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbaMate
- 4-(BOC-amino)-3-fluorophenylboronic acid,pinacol
- tert-butyl N-[2-fluoro-4-(tetraMethyl-1,3,2- dioxaborolan-2-yl)phenyl]carbaMate
- CAS:
- 262444-42-8
- MF:
- C17H25BFNO4
- MW:
- 337.19
- Mol File:
- 262444-42-8.mol
4-(Boc-aMino)-3-fluorobenzeneboronic acid pinacol ester Chemical Properties
- Boiling point:
- 376.6±37.0 °C(Predicted)
- Density
- 1.11
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- pka
- 12.91±0.70(Predicted)
- Appearance
- White to off-white Solid
4-(Boc-aMino)-3-fluorobenzeneboronic acid pinacol ester Usage And Synthesis
Synthesis
76-09-5
218301-87-2
262444-42-8
Step 3: 15 g (59 mmol) of (4-((tert-butoxycarbonyl)amino)-3-fluorophenyl)boronic acid obtained from step 2 was reacted with 14 g (118 mmol) of pinacol in methanol for 1 h at room temperature with stirring. The progress of the reaction was monitored by thin layer chromatography (TLC) and after confirming that the reaction was complete, 45 mL of water was added to the reaction mixture and the oily material started to crystallize after grinding. The precipitate was collected by filtration, washed with 70% methanol and dried to give 16 g (48 mmol) of N-Boc-3-fluoro-4-aminophenylboronic acid pinacol ester in 81% yield. The product was characterized by 1H-NMR (DMSO, 300 MHz): δ 9.11 (s, 1H), 7.73 (t, 1H), 7.38 (d, 1H), 7.28 (d, 1H), 1.43 (s, 9H), 1.25 (s, 12H).
References
[1] Patent: EP1878726, 2008, A1. Location in patent: Page/Page column 38
[2] Patent: WO2007/147574, 2007, A1. Location in patent: Page/Page column 56
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