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CAS No. : | 94512-73-9 | MDL No. : | MFCD01837873 |
Formula : | C14H10Br2O | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 354.04 | 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 |
---|---|---|
76.7% | With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20℃; for 3h; | To a mixture of 2-bromo-1 -[4-(4-bromophenyl)phenyl]ethanone (735.3 mg, 2mmol), (2S,5S)-1 -tert-butoxycarbonyl-5-methyl-pyrrolidine-2-carboxylic acid (500 mg, 2.18 mmol) in acetonitrile (10 ml) (suspension) is added DIPEA (380 muIota_, 2.18 mmol). The reaction mixture is stirred at rt for 3 hours, diluted with EtOAc and H20. The organic phase is washed with brine, dried over Na2S04, filtered and concentrated. The residue is purified by flash column chromatography on silica gel (0 to 30percent EtOAc in Hexanes) to afford 2-[2-[4-(4- bromophenyl)phenyl]-2-oxo-ethyl]-1 -tert-butyl-(2S,5S)-5-methylpyrrolidine-1 ,2- dicarboxylate (0.8 g, 76.7percent) as a white solid. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20℃; for 4h; | To a solution of (2S,4S)-1 -tert-butoxycarbonyl-4-methyl-pyrrolidine-2- carboxylic acid (437 mg, 1 .905 mmol) in acetonitrile (6 mL) is added 2-bromo- 1 - [4-(4-bromophenyl)phenyl]ethanone ( 693 mg, 1 .732 mmol) and DIPEA ( 0.332 mL, 1 .905 mmol). The reaction mixture is stirred at room temperature for 4 hours and diluted with EtOAc and washed with brine (3 x 2 mL). The organic layer is concentrated to dryness, azeotroped with toluene (5 mL), and purified by flash column chromatography on silica gel (6 to 50 percent EtOAc in hexanes) to give (2S,4S)-2-(2-(4'-bromobiphenyl-4-yl)-2-oxoethyl) 1 -tert-butyl 4- methylpyrrolidine-1 ,2-dicarboxylate (870 mg, 1.732 mmol). |