Réaction #89752

Équation de réaction

methyl chloroformate

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

methylene chloride

→

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

Conditions de réaction

Traitement

1. 1
   AutreAfter quenched with aq. sodium bicaronate
2. 2
   Extractionthe reaction was extracted with ethyl acetate
3. 3
   LavageThe combined organic layers were washed with brine
4. 4
   Autredried
5. 5
   Concentrationconcentrated
6. 6
   Autreto dry

Mode opératoire

To a mixture of methyl(2S,3S,5S)-5-methoxy-2-[(4-phenylpiperazin-1-yl)carbonyl]piperidine-3-carboxylate (0.0233 g, 0.0000645 mol) and 4-dimethylaminopyridine (0.0118 g, 0.0000967 mol) in methylene chloride (1.00 mL, 0.0156 mol) was added methyl chloroformate (0.00648 mL, 0.0000838 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)+=420.2.

Source