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[ CAS No. 269409-97-4 ]

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Chemical Structure| 269409-97-4
Chemical Structure| 269409-97-4
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Product Details of [ 269409-97-4 ]

CAS No. :269409-97-4 MDL No. :MFCD02093754
Formula : C12H17BO3 Boiling Point : 320.9°C at 760 mmHg
Linear Structure Formula :- InChI Key :N/A
M.W :220.07 g/mol Pubchem ID :2734622
Synonyms :

Safety of [ 269409-97-4 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 269409-97-4 ]

  • Upstream synthesis route of [ 269409-97-4 ]
  • Downstream synthetic route of [ 269409-97-4 ]

[ 269409-97-4 ] Synthesis Path-Upstream   1~15

  • 1
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  • [ 89466-08-0 ]
Reference: [1] Tetrahedron Letters, 2004, vol. 45, # 35, p. 6657 - 6660
[2] Tetrahedron Letters, 2005, vol. 46, # 46, p. 7899 - 7903
  • 2
  • [ 95-55-6 ]
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YieldReaction ConditionsOperation in experiment
60%
Stage #1: With hydrogenchloride; methanol; sodium nitrite In water at 0 - 5℃; for 0.5 h; Green chemistry
Stage #2: at 20℃; for 1 h; Green chemistry
General procedure: To a solution of arylamine (0.5 mmol, 1.0 equiv) in MeOH(1.0 mL) was added HCl (0.5 mL, 1.5 mmol, 3.0 equiv) followed by H2O (0.5 ml). This mixture was stirred 2 min, and the NaNO2 solution (0.25 mL) was then added. The NaNO2 solution was prepared by dissolving 35 mg of NaNO2 in H2O (0.25 mL). This mixture was stirred 30 minat 0–5 °C followed by B2pin2 (2, 381 mg, 1.5 mmol, 3.0equiv) in MeOH (1.0 mL). This mixture was stirred 60 min.H2O (10 mL) was added to the reaction mixture, then extracted with CH2Cl2 (50 mL, 3×). The combined organic layers were washed with sat. NaHCO3, dried over Na2SO4, followed by evaporation, and the crude residue was purified by flash chromatography.
Reference: [1] Synlett, 2014, vol. 25, # 11, p. 1577 - 1584
[2] Journal of Organic Chemistry, 2013, vol. 78, # 5, p. 1923 - 1933
  • 3
  • [ 533-58-4 ]
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Reference: [1] Patent: US6680401, 2004, B1, . Location in patent: Page column 47
[2] Patent: US6680401, 2004, B1, . Location in patent: Page column 67
  • 4
  • [ 76-09-5 ]
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Reference: [1] Angewandte Chemie - International Edition, 2013, vol. 52, # 37, p. 9755 - 9758
[2] Organic Letters, 2013, vol. 15, # 11, p. 2806 - 2809
[3] Advanced Synthesis and Catalysis, 2015, vol. 357, # 10, p. 2287 - 2300
[4] Synthesis (Germany), 2016, vol. 48, # 19, p. 3155 - 3164
[5] Journal of Organic Chemistry, 2018, vol. 83, # 4, p. 1842 - 1851
  • 5
  • [ 367-12-4 ]
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Reference: [1] Organic Letters, 2018,
  • 6
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Reference: [1] Journal of the American Chemical Society, 2016, vol. 138, # 25, p. 7982 - 7991
  • 7
  • [ 122-79-2 ]
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Reference: [1] Journal of the American Chemical Society, 2017, vol. 139, # 1, p. 91 - 94
  • 8
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  • [ 108-95-2 ]
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Reference: [1] Journal of the American Chemical Society, 2017, vol. 139, # 23, p. 7864 - 7871
  • 9
  • [ 108-95-2 ]
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Reference: [1] Organic Letters, 2017, vol. 19, # 21, p. 5944 - 5947
[2] Organic Letters, 2017, vol. 19, # 21, p. 5944 - 5947
  • 10
  • [ 33837-96-6 ]
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Reference: [1] Organic Letters, 2017, vol. 19, # 21, p. 5944 - 5947
[2] Organic Letters, 2017, vol. 19, # 21, p. 5944 - 5947
  • 11
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  • [ 214360-76-6 ]
Reference: [1] Journal of the American Chemical Society, 2017, vol. 139, # 23, p. 7864 - 7871
  • 12
  • [ 122-79-2 ]
  • [ 269409-97-4 ]
Reference: [1] Journal of the American Chemical Society, 2016, vol. 138, # 25, p. 7982 - 7991
  • 13
  • [ 533-58-4 ]
  • [ 269409-97-4 ]
Reference: [1] Journal of Organic Chemistry, 2018, vol. 83, # 4, p. 1842 - 1851
  • 14
  • [ 95-56-7 ]
  • [ 269409-97-4 ]
Reference: [1] Journal of Organic Chemistry, 2018, vol. 83, # 4, p. 1842 - 1851
  • 15
  • [ 95770-20-0 ]
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  • [ 214360-76-6 ]
Reference: [1] Journal of the American Chemical Society, 2017, vol. 139, # 23, p. 7864 - 7871
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