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1-Benzyl 4-(tert-butyl) (S)-2-(cyanomethyl)piperazine-1,4-dicarboxylate

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1-Benzyl 4-(tert-butyl) (S)-2-(cyanomethyl)piperazine-1,4-dicarboxylate Basic information

Product Name:
1-Benzyl 4-(tert-butyl) (S)-2-(cyanomethyl)piperazine-1,4-dicarboxylate
Synonyms:
  • 1,4-Piperazinedicarboxylic acid, 2-(cyanomethyl)-, 4-(1,1-dimethylethyl) 1-(phenylmethyl) ester, (2S)-
  • 2-Cyanomethyl-piperazine-1,4-dicarboxylic acid 1-benzyl ester 4-tert-butyl ester
  • (S)-2-(4-Boc-1-Cbz-2-piperazinyl)acetonitrile
  • O1-benzyl O4-tert-butyl (2S)-2-(cyanomethyl)piperazine-1,4-dicarboxylate
CAS:
2158302-00-0
MF:
C19H25N3O4
MW:
359.42
Mol File:
2158302-00-0.mol
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1-Benzyl 4-(tert-butyl) (S)-2-(cyanomethyl)piperazine-1,4-dicarboxylate Usage And Synthesis

Chemical Properties

White solid

Synthesis

Dissolve (S)-3-(cyanomethyl)piperazine-1-carboxylic acid tert-butyl ester (2.25g, 10mmol) in 15mL dichloromethane, add N,N-diisopropylethylamine at room temperature (3.87g, 30mmol) was cooled to 0°C, benzyl chloroformate was added dropwise, and reacted at low temperature for 2h. Add 25 mL of water to the reaction solution, extract the aqueous phase with dichloromethane (30 mL×3), combine the organic phases, wash the organic phase with water (20 mL×2), dry with anhydrous sodium sulfate, concentrate, and separate and purify the crude product by silica gel column chromatography (Ethyl acetate/petroleum ether (v/v)=1:20-1:5) to obtain 1-Benzyl 4-(tert-butyl) (S)-2-(cyanomethyl)piperazine-1,4-dicarboxylate (3.1 g, yield: 86%).

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