Réaction #89751

Équation de réaction

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

Conditions de réaction

Traitement

1. 1
   AutreAfter quenched with water
2. 2
   Extractionthe mixture was extracted with ethyl acetate
3. 3
   LavageThe combine organic lyers were washed with brine
4. 4
   Autredried
5. 5
   Concentrationconcentrated
6. 6
   Autreto dry
7. 7
   AutreThe residue was used directly in next step without further purification

Mode opératoire

To a mixture of (2S,3S,5S)-5-methoxy-3-(methoxycarbonyl)piperidine-2-carboxylic acid (14.0 mg, 0.0000644 mol), 1-phenyl-piperazine (0.01231 mL, 8.056E-5 mol) and benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (35.63 mg, 8.056E-5 mol) in N,N-dimethylformamide (0.20 mL, 0.0026 mol) was added N,N-diisopropylethylamine (0.01403 mL, 8.056E-5 mol). The mixture was stirred at rt for 2 h. After quenched with water, the mixture was extracted with ethyl acetate. The combine organic lyers were washed with brine, dried and concentrated to dry. The residue was used directly in next step without further purification. MS (ESI): (M+H)+=362.1.

Source