Réaction #89755

Équation de réaction

(2S,3S,5S)-5-tert-butoxy-3-(methoxycarbonyl)piperidine-2-carboxylic acid

1-phenyl-piperazine

benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate

N,N-dimethylformamide

N,N-diisopropylethylamine

→

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

Conditions de réaction

Traitement

1. 1
   Autrequenched with water
2. 2
   ExtractionThe mixture 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 (2S,3S,5S)-5-tert-butoxy-3-(methoxycarbonyl)piperidine-2-carboxylic acid (43.0 mg, 0.000166 mol), 1-phenyl-piperazine (0.03166 mL, 0.0002073 mol) and benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (0.09168 g, 0.0002073 mol) in N,N-dimethylformamide (0.40 mL, 0.0052 mol) was added N,N-diisopropylethylamine (0.03611 mL, 0.0002073 mol). The reaction was stirred at rt for 2 h, then quenched with water. The mixture was extracted with ethyl acetate. The combined organic layers were washed with brine, dried and concentrated to dry. The residue was used directly in next step. MS (ESI): (M+H)+=404.2.

Source