Реакция #89756

Уравнение реакции

methyl chloroformate

methyl(2S,3S,5S)-5-tert-butoxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-3-carboxylate

methylene chloride

→

dimethyl(2S,3S,5S)-5-tert-butoxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-1,3-dicarboxylate

Условия реакции

Обработка

1. 1
   ДругоеAfter quenched with aq. sodium bicaronate
2. 2
   Экстракцияthe reaction was extracted with ethyl acetate
3. 3
   ПромывкаThe combined organic layers were washed with brine
4. 4
   Другоеdried
5. 5
   Концентрированиеconcentrated
6. 6
   Другоеto dry

Методика

To a mixture of methyl(2S,3S,5S)-5-tert-butoxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-3-carboxylate (0.03345 g, 8.290E-5 mol) and 4-dimethylaminopyridine (0.0152 g, 0.000124 mol) in methylene chloride (1.50 mL, 0.0234 mol) was added methyl chloroformate (0.00833 mL, 0.000108 mol). The reaction was stirred at rt overnight. After quenched with aq. sodium bicaronate, the reaction was extracted with ethyl acetate. The combined organic layers were washed with brine, dried, concentrated to dry. The resulting residue was used directly in next step. MS (ESI): (M+H)+=462.2.

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