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CAS No. : | 246029-02-7 | MDL No. : | MFCD07368089 |
Formula : | C8H5FO2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 152.12 | Pubchem ID : | - |
Synonyms : |
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Signal Word: | Class: | ||
Precautionary Statements: | UN#: | ||
Hazard Statements: | Packing Group: |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine; at 0 - 20℃; for 120h; | Triphenylphosphine (161 mg, 0.615 mmol) was added to a solution of 5- fluorobenzofuran-7-ol (Intermediate 90B) (85 mg, 0.56 mmol) in tetrahydrofuran (0.6 mL). The reaction mixture was cooled to 0 C, and (c/s)-methyl 3-hydroxycyclobutanecarboxylate (87 mg, 0.67 mmol) was added, followed by DIAD (0.12 mL, 0.62 mmol). After 10 min, the reaction mixture was warmed to room temperature, stirred for 5 days, and diluted with water and EtOAc. The mixture was partitioned, and the aqueous layer was extracted with EtOAc. The organic layer was washed with water, dried over sodium sulfate, filtered, and concentrated. The residue was purified on silica gel eluting with a 10%-50% EtOAc-heptane gradient to give the title compound (71 mg, 48%). 1H NMR (400 MHz, CDCI3) delta 2.54-2.67 (m, 2 H), 2.81 (qd, J = 7, 4 Hz, 2 H), 3.19-3.28 (m, 1 H), 3.75 (s, 3 H), 5.02-5.10 (m, 1 H), 6.41 (dd, J = 1 1 , 2 Hz, 1 H), 6.72 (d, J = 1 Hz, 1 H), 6.85 (dd, J = 8, 2 Hz, 1 H), 7.63 (d, J = 2 Hz, 1 H); LC-MS (LC-ES) M+H = 265 |