Réaction #409792

ord-1ed1883e187c49cb902e55e4052de794

Équation de réaction

CCN(CC)CC
triethylamine
O=C(O)c1cc[nH]c1
3-pyrrole-carboxylic acid
Cc1ccc(S(=O)(=O)O)cc1.NCCC(=O)OCc1ccccc1
β-alanine benzyl ester p-toluenesulfonate
CCOP(=O)(C#N)OCC
diethyl phosphorocyanidate
O=C(CCNC(=O)c1cc[nH]c1)OCc1ccccc1
benzyl 3-(3-pyrrolecarboxamido)propionate

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    workup.STIRRINGThe reaction mixture was stirred at 0° C. for 1 hour

Mode opératoire

Into a solution of 1.67 g (15 mmol) of 3-pyrrole-carboxylic acid and 6.33 g (18 mmol) of β-alanine benzyl ester p-toluenesulfonate in 20 ml of dimethylformamide, a solution of 2.94 g (18 mmol) of diethyl phosphorocyanidate in 10 ml of dimethylformamide was added dropwise under ice cooling and stirring. A solution of 3.64 g (36 mmol) of triethylamine in 20 ml of dimethylformamide was then added dropwise. The reaction mixture was stirred at 0° C. for 1 hour and then at room temperature for 24 hours.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US06211362B1uspto-grants-2001_04