反応 #10521

ord-93eff2bf0daa450c897e724582f37625

反応方程式

CC(C)(C)OC(=O)N[C@@H]1C[C@@H]2CC[C@@H](C(N)=O)N2C1=O
tert-butyl ((2R,5S,7aS)-5-carbamoyl-3-oxohexahydropyrrolizin-2-yl)carbamate
Clc1nc(Cl)nc(Cl)n1
cyanuric chloride
→
CC(C)(C)OC(=O)N[C@@H]1C[C@@H]2CC[C@@H](C#N)N2C1=O
tert-butyl ((2R,5S,7aS)-5-cyano-3-oxohexahydropyrrolizin-2-yl)carbamate

反応物

CC(C)(C)OC(=O)N[C@@H]1C[C@@H]2CC[C@@H](C(N)=O)N2C1=O
tert-butyl ((2R,5S,7aS)-5-carbamoyl-3-oxohexahydropyrrolizin-2-yl)carbamate
Clc1nc(Cl)nc(Cl)n1
cyanuric chloride

試薬

なし

溶媒

CN(C)C=O
dimethylformamide

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他the dimethylformamide was removed in vacuo
  2. 2
    その他The residue was chromatographed on silica gel

実験手順

100 mg of tert-butyl ((2R,5S,7aS)-5-carbamoyl-3-oxohexahydropyrrolizin-2-yl)carbamate were dissolved in 2 ml of dimethylformamide, and 65 mg of cyanuric chloride were added. The mixture was stirred for 3 h, and the dimethylformamide was removed in vacuo. The residue was chromatographed on silica gel.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07094800B2uspto-grants-2006_08