反応 #742277

反応方程式

Fmoc-4-acetyl-L-phenylalanine

piperidine

→

p-acetyl-L-phenylalanine

溶媒

water

反応条件

後処理

1. 1
   その他The solvent was evaporated
2. 2
   その他to obtain white powder
3. 3
   ろ過the supernatant was collected by filtration
4. 4
   その他to separate the desired product from the reaction mixture (5-30% CH3CN in H2O with 0.1% TFA over 30 min)

実験手順

Fmoc-4-acetyl-L-phenylalanine was purchased from RSP Amino Acid Analogues, Inc. (Worcester, Mass.). This compound (1.0 g, 2.3 mmol) was stirred with 4 mL of piperidine (20% in DMF) for 2 hours at room temperature. The solvent was evaporated to obtain white powder. The solid was then resuspended in 10 mL of cold water (0.1% TFA), and the supernatant was collected by filtration. Preparative reverse-phase HPLC (Microsorb C18, Rainin Instrument Co., Inc., Woburn, Mass.) was used to separate the desired product from the reaction mixture (5-30% CH3CN in H2O with 0.1% TFA over 30 min). The eluant (tR=12 min) was lyophilized to a obtain white solid (0.45 g, 88%). 1HNMR (D2O): δ 7.85-7.28 (m, 4H), 4.23 (dd, 1H, 5.4 Hz), 3.2 (m, 2H), 2.7 (s, 3H). LRMS, calcd for C11H13NO3 (M++1): 208.09. Found (ESI): 208.47.

出典