반응 #59397

반응 방정식

(R)-3-t-butyloxycarbonylamino-3,4-dihydrocarbostyril

methyl bromoacetate

ethyl acetate

sodium methoxide

→

(R)-3-t-butyloxycarbonylamino-1-carbomethoxymethyl-3,4-dihydrocarbostyril

수율 72.4%

용매

water

tetrahydrofuran

반응 조건

후처리

1. 1
   기타The organic phase was separated
2. 2
   세척washed with water (25 mL)
3. 3
   건조dried over anhydrous sodium sulfate
4. 4
   기타After solvent evaporation under vacuum
5. 5
   기타the crude product was purified by reverse phase preparative HPLC

실험 절차

(R)-3-t-butyloxycarbonylamino-3,4-dihydrocarbostyril (26 mg), as prepared in Example 5, was dissolved in tetrahydrofuran (5 mL) at room temperature under argon. To the stirring solution was added methyl bromoacetate (31 mg), followed by sodium methoxide (26 mg). The resulting suspension was stirred for 30 min before dilution with ethyl acetate (25 mL) and water (25 mL). The organic phase was separated, washed with water (25 mL), and dried over anhydrous sodium sulfate. After solvent evaporation under vacuum, the crude product was purified by reverse phase preparative HPLC to provide (R)-3-t-butyloxycarbonylamino-1-carbomethoxymethyl-3,4-dihydrocarbostyril (24 mg).

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