반응 #10520

반응 방정식

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

용매

trifluoroacetic acid

반응 조건

후처리

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

실험 절차

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.

출처