Reaktion #10520

Reaktionsgleichung

1-tert-butyl 2-methyl (2S,5S)-5-(2-benzyloxycarbonylamino-2-methoxycarbonylethyl)pyrrolidine-1,2-dicarboxylate

thioanisole

→

methyl (3S,7aS)-6-benzyloxycarbonylamino-5-oxohexahydropyrrolizine-3-carboxylate

Lösungsmittel

trifluoroacetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvents were then removed in vacuo
2. 2
   workup.ADDITION1.1 ml of diisopropylethylamine were added
3. 3
   SonstigeThe solvents were removed in vacuo
4. 4
   Sonstigethe residue was chromatographed on silica gel

Vorschrift

1500 mg of 1-tert-butyl 2-methyl (2S,5S)-5-(2-benzyloxycarbonylamino-2-methoxycarbonylethyl)pyrrolidine-1,2-dicarboxylate were mixed with 0.2 ml of thioanisole. Then 10 ml of trifluoroacetic acid were added, and the mixture was stirred for 45 min. The solvents were then removed in vacuo, and the residue was taken up in 10 ml of pyridine. 1.1 ml of diisopropylethylamine were added, and the mixture was heated at 95° C. for 3 h. The solvents were removed in vacuo, and the residue was chromatographed on silica gel.

Quelle