Alternatived Products of [ 1159489-46-9 ]
Product Details of [ 1159489-46-9 ]
CAS No. : | 1159489-46-9 |
MDL No. : | MFCD09037835 |
Formula : |
C10H11BO4
|
Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | PUBSPRJVEBBDPX-UHFFFAOYSA-N |
M.W : |
206.00
|
Pubchem ID : | 46739666 |
Synonyms : |
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Safety of [ 1159489-46-9 ]
Application In Synthesis of [ 1159489-46-9 ]
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
- Upstream synthesis route of [ 1159489-46-9 ]
- Downstream synthetic route of [ 1159489-46-9 ]
- 1
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[ 1159489-46-9 ]
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[ 1228690-37-6 ]
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[ 1257213-50-5 ]
Yield | Reaction Conditions | Operation in experiment |
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With sodium carbonate;bis-triphenylphosphine-palladium(II) chloride; In 1,2-dimethoxyethane; water; at 80℃; for 2h;Inert atmosphere; Sealed tube; |
[5-(4-Bromo-phenyl)-3-methyl-isoxazol-4- yl]-carbamic acid (R)-l-phenyl-ethyl ester (0.248g, 0.62mmol), 4-(l'-carboxyl- cyclopropyl)phenylboronic acid (0.16Og, 0.62mmol), and sodium carbonate (0.155g, 1.85mmol) were combined in 2:1 DME:H2theta. The solution was purged with N2 for 10 minutes, and then bis(triphenylphosphine)palladium(II) dichloride (0.047g, 0.06mmol) was added. The reaction was purged with N2 for an additional 10 minutes, and then stirred in a sealed tube at 8O0C for 2 hours. The mixture was partitioned between EtOAc and H2O, and the aqueous layer was extracted with EtOAc. The combined organic layers were dried over MgSO4, filtered, and concentrated, and the residue was purified by silica gel chromatography to give the title compound. |
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With sodium carbonate;bis-triphenylphosphine-palladium(II) chloride; In 1,2-dimethoxyethane; water; at 80℃; for 2h;Inert atmosphere; Sealed vessel; |
Step 6: l-{4'-[3-Methyl-4-((R)-l-phenyl-ethoxycarbonylamino)-isoxazol-5-yl]-biphenyl-4- yl}-cyclopropanecarboxylic acid: [5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]-carbamic acid (R)- l- phenyl-ethyl ester (0.248g, 0.62mmol), 4-(l'-carboxyl-cyclopropyl)phenylboronic acid (0.160g, 0.62mmol), and sodium carbonate (0.155g, 1.85mmol) were combined in 2: 1 DME:H20. The solution was purged with N2 for 10 minutes, and then bis(triphenylphosphine)palladium(II) dichloride (0.047g, 0.06mmol) was added. The reaction was purged with N2 for an additional 10 minutes, and then stirred in a sealed tube at 80C for 2 hours. The mixture was partitioned between EtOAc and H20, and the aqueous layer was extracted with EtOAc. The combined organic layers were dried over MgSO/t, filtered, and concentrated, and the residue was purified by silica gel chromatography to give the title compound. Mass spec, data (M+H) = 483. |
- 2
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[ 1159489-46-9 ]
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[ 1257213-50-5 ]
- 3
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[ 1159489-46-9 ]
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[ 122-51-0 ]
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[ 1678539-52-0 ]
Yield | Reaction Conditions | Operation in experiment |
70% |
With sulfuric acid In ethanol; toluene at 80℃; |
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Reference:
[1]Smith, Michael J.; Lawler, Michael J.; Kopp, Nathaniel; McLeod, Douglas D.; Davulcu, Akin H.; Lin, Dong; Katipally, Kishta; Sfouggatakis, Chris
[Organic Process Research and Development, 2017, vol. 21, # 11, p. 1859 - 1863]