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Chemical Structure| 23806-63-5 Chemical Structure| 23806-63-5

Structure of 23806-63-5

Chemical Structure| 23806-63-5

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Product Details of [ 23806-63-5 ]

CAS No. :23806-63-5
Formula : C14H12O4
M.W : 244.24
SMILES Code : O=C(O)C1=CC=CC(OCC2=CC=CC=C2)=C1O
MDL No. :MFCD27938971

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Application In Synthesis of [ 23806-63-5 ]

* 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.

  • Downstream synthetic route of [ 23806-63-5 ]

[ 23806-63-5 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 23806-63-5 ]
  • [ 1791-13-5 ]
  • (S)-di-tert-butyl 2-(3-(benzyloxy)-2-hydroxybenzamido)succinate [ No CAS ]
YieldReaction ConditionsOperation in experiment
233.1 g G) (S)-Di-tert-butyl 2-(3-(benzyloxy)-2-hydroxybenzamide)succinate WSC hydrochloride (179 g) and HOBt.H2O (143 g) were added to a mixture of 3-(benzyloxy)-2-hydroxybenzoic acid (151.9 g), N,N-diisopropylethylamine (326 mL), and DMF (1500 mL). The mixture was stirred at room temperature for 10 minutes, and <strong>[1791-13-5](S)-di-tert-butyl 2-aminosuccinate hydrochloride</strong> (210 g) was added thereto, followed by stirring at room temperature for 23 hours. To the reaction mixture, <strong>[1791-13-5](S)-di-tert-butyl 2-aminosuccinate hydrochloride</strong> (21.0 g), N,N-diisopropylethylamine (32.6 mL), HOBt.H2O (14.3 g), and WSC hydrochloride (17.9 g) were added at room temperature, followed by stirring at 40 C. for 5 hours. To the reaction mixture, ethyl acetate (1500 mL), a saturated sodium hydrogen carbonate aqueous solution (1500 mL), and water (1500 mL) were added (internal temperature: 25 C. or less), and the mixture was then poured into water (750 mL) for distribution. The aqueous layer was extracted with ethyl acetate (1000 mL). The organic layer combined was washed with 1 M hydrochloric acid (750 mL*2) and a saturated saline solution (750 mL*2) and was then dried over anhydrous sodium sulfate, and the solvent was distilled under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to obtain the title compound (233.1 g). MS: [M+H]+ 472.3.
 

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