反応 #82896

反応方程式

product

N-[2-(Thymin-1-yl)ethyl]-glycine tert-butyl ester

N-(fluorenylmethyloxycarbonyl)glycine

N,N'-Dicyclohexylcarbodiimide

→

N-[N'-(Fluorenylmethyloxycarbonyl)glycyl]-N-[2-(thymin-1-yl)ethyl]-glycine tert-butyl ester

溶媒

N,N-dimethylformamide

反応条件

後処理

1. 1
   その他the solid which has precipitated
2. 2
   ろ過is subsequently filtered off with suction
3. 3
   濃縮The solution is then concentrated in vacuo
4. 4
   workup.DISTILLATIONsubsequently distilled repeatedly with toluene
5. 5
   その他the crude product is chromatographed on silica gel

実験手順

The product from Example 8 (3.78 g; 13 mmol) and N-(fluorenylmethyloxycarbonyl)glycine (5.9 g; 20 mmol) are dissolved in anhydrous N,N-dimethylformamide (160 ml) under a protective atmosphere of argon gas. N,N'-Dicyclohexylcarbodiimide (4.11 g; 20 mmol) is added in portions at 0° C. The mixture is stirred at room temperature for 21 h and the solid which has precipitated is subsequently filtered off with suction. The solution is then concentrated in vacuo, and subsequently distilled repeatedly with toluene, and the crude product is chromatographed on silica gel. (Eluent: toluene/ethanol, 30:1-20:1). Yield: 6.33 g (82%).

出典