Structure of 905710-14-7
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
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CAS No. : | 905710-14-7 |
Formula : | C14H16BrNO3 |
M.W : | 326.19 |
SMILES Code : | C(=O)(OC(C)(C)C)[N]2C1=CC=C(C=C1C(=C2)CO)Br |
MDL No. : | MFCD05864710 |
InChI Key : | LPXSZZFLLCBIJX-UHFFFAOYSA-N |
Pubchem ID : | 40428532 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
* 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 |
---|---|---|
39% | With (4-chlorobenzyl)diazene-1,2-dicarboxylate; triphenylphosphine; In dichloromethane; at 0 - 20℃; for 0.5h; | General procedure: To a solution of (7-iodobenzofuran-2,5-diyl)dimethanol (7b) (500 mg, 1.644 mmol), triphenylphosphine (949 mg, 3.62 mmol) and ethyl 2-(2-hydroxyphenyl)acetate (7c) (652 mg, 3.62 mmol; CAS 41873-65-8) in DCM (30 mL) at 0 C was added dropwise bis(4- chlorobenzyl) diazene-l,2-dicarboxylate (DCAD) (1.33 g, 3.62 mmol) in DCM (20 mL). The reaction mixture was stirred for 30 min at room temperature. The suspension was filtered over a pad of Celite and the filtrate was concentrated in vacuum and purified by flash column chromatography [silica gel (40g), eluting with EtOAc in hexane from 0-50%] to give diethyl 2,2'-((((7-iodobenzofuran-2,5-diyl)bis(methylene))bis(oxy))bis(2, 1 -phenyl ene))diacetate (7d) (400 mg, 38.7 % yield) as a yellow oil; XH NMR (300 MH2, DMSO-d6) δ 7.76 (d, J= 1.5 H2, 1H), 7.69 (d, J= 1.5 H2, 1H), 7.29 - 7.20 (m, 5H), 7.14 (s, 1H), 7.06 (dd, J= 8.3, 1.1 Hz, 1H), 6.99 - 6.87 (m, 2H), 5.29 (s, 2H), 5.15 (s, 2H), 4.05 - 3.98 (m, 4H), 3.62 (s, 2H), 3.60 (s, 2H), 1.11 - 1.01 (m, 6H); MS (ES+): 651.1 (M+Na). |
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