Basic information Safety Supplier Related

4-(Boc-aMino)-3-fluorobenzeneboronic acid pinacol ester

Basic information Safety Supplier Related

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
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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
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Safety Information

HS Code 
2931900090
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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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