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tert-butyl 2-fluoro-4-hydroxyphenylcarbamate

Product Name
tert-butyl 2-fluoro-4-hydroxyphenylcarbamate
CAS No.
911297-02-4
Chemical Name
tert-butyl 2-fluoro-4-hydroxyphenylcarbamate
Synonyms
4-(BOC-AMINO)-3-FLUORO-PHENOL;4-tert-Butylcarbonylamino-3-fluorophenol;tert-butyl 2-fluoro-4-hydroxyphenylcarbamate;Carbamic acid, N-(2-fluoro-4-hydroxyphenyl)-, 1,1-dimethylethyl ester
CBNumber
CB53152013
Molecular Formula
C11H14FNO3
Formula Weight
227.23
MOL File
911297-02-4.mol
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tert-butyl 2-fluoro-4-hydroxyphenylcarbamate Property

Melting point:
147-149 °C
Boiling point:
285.1±30.0 °C(Predicted)
Density 
1.254±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
9.18±0.31(Predicted)
Appearance
White to off-white Solid
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

AK Scientific
Product number
2719DF
Product name
4-(Boc-amino)-3-fluoro-phenol
Packaging
250mg
Price
$145
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB76377
Product name
4-(BOC-AMINO)-3-FLUORO-PHENOL
Packaging
1g
Price
$494
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB76377
Product name
4-(BOC-AMINO)-3-FLUORO-PHENOL
Packaging
2g
Price
$790
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB76377
Product name
4-(BOC-AMINO)-3-FLUORO-PHENOL
Packaging
5G
Price
$1413
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB76377
Product name
4-(BOC-AMINO)-3-FLUORO-PHENOL
Packaging
10g
Price
$2260.8
Updated
2021/12/16
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tert-butyl 2-fluoro-4-hydroxyphenylcarbamate Chemical Properties,Usage,Production

Synthesis

24424-99-5

399-95-1

911297-02-4

GENERAL STEPS: Synthesis of 4-(Boc-amino)-3-fluoro-phenol Method B: 4-amino-3-fluoro-phenol (10.61 g, 83.5 mmol) was added to a molten mixture of di-tert-butyl dicarbonate (Boc2O, 18.29 g, 83.8 mmol) and indium chloride (InCl3, 188 mg, 0.85 mmol), and reacted at a temperature of 35 °C. The reaction mixture was stirred at 35 °C for 2 h, during which it gradually transformed into a thick black oil. Subsequently, the mixture was diluted with ethyl acetate (EtOAc, 200 mL) and water (H2O, 200 mL) and stirring was continued for 10 min. The organic and aqueous layers were separated, the organic layer was washed with water (3 x 200 mL), dried over anhydrous magnesium sulfate (MgSO4), filtered and concentrated to dryness. The resulting black oil was redissolved in dichloromethane (CH2Cl2, 50 mL) and purified by silica gel column chromatography using a dichloromethane solution of 5→7% ethyl acetate as eluent to give 4-(Boc-amino)-3-fluoro-phenol as a light yellow crystalline solid. Yield: 16.7 g (90%). 1H-NMR (DMSO-d6), δ (ppm), J (Hz): 1.46 (s, 9H, tert-butyl), 6.08 (d, 1H, J = 5.5, HPy), 7.01 (m, 1H, aromatic hydrogen), 7.18 (br s, 2H, NH2), 7.22 (m, 1H, aromatic hydrogen), 7.67 (m, 1H, aromatic hydrogen). 8.04 (d, 1H, J = 5.5, p-H), 9.03 (s, 1H, NHBoc); 13C-NMR (DMSO-d6), δ (ppm), J (Hz): 28.0, 78.6, 102.7d (JFC = 22.2), 110.8 (d, JFC = 2.7), 117.1 (d, JFC = 12.6) 127.2, 153.7, 155.5 (d, JFC = 11.3), 156.1 (d, JFC = 246); 19F-NMR (DMSO-d6), δ (ppm): -121.6; LC-MS (m/z): 172.0 (M + H, 100).

References

[1] Journal of Medicinal Chemistry, 2009, vol. 52, # 13, p. 3881 - 3891
[2] Patent: WO2009/77766, 2009, A1. Location in patent: Page/Page column 95-96
[3] Patent: WO2011/92469, 2011, A1. Location in patent: Page/Page column 34-35
[4] Patent: CN108610284, 2018, A. Location in patent: Paragraph 0054; 0081
[5] Bioorganic and Medicinal Chemistry, 2006, vol. 14, # 19, p. 6525 - 6538

tert-butyl 2-fluoro-4-hydroxyphenylcarbamate Preparation Products And Raw materials

Raw materials

Preparation Products

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tert-butyl 2-fluoro-4-hydroxyphenylcarbamate Suppliers

China 20 India 1 United Kingdom 1 United States 2 Global 24
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911297-02-4, tert-butyl 2-fluoro-4-hydroxyphenylcarbamateRelated Search:


  • 4-tert-Butylcarbonylamino-3-fluorophenol
  • tert-butyl 2-fluoro-4-hydroxyphenylcarbamate
  • 4-(BOC-AMINO)-3-FLUORO-PHENOL
  • Carbamic acid, N-(2-fluoro-4-hydroxyphenyl)-, 1,1-dimethylethyl ester
  • 911297-02-4