反応 #5083

反応方程式

Acetic anhydride

Virginiamycin M1

→

monoacetate

diacetate

溶媒

pyridine

反応条件

後処理

1. 1
   その他followed by flash evaporation to dryness at room temperature
2. 2
   その他The residue was partitioned between dichloromethane (3×300 ml) and saturated NaCl (aq, 300 ml)
3. 3
   乾燥dried over anhydrous Na2SO4, flash
4. 4
   その他evaporated to dryness (dry weight=8.1 g)
5. 5
   その他purified over E

実験手順

Acetic anhydride (45 ml) was added to a stirring solution of Virginiamycin M1 (6.5 g) in anhydrous pyridine (45 ml) at room temperature. After 30 minutes, ice-cold methanol (85 ml) was added in portions. Stirring was continued for 20 more minutes followed by flash evaporation to dryness at room temperature. The residue was partitioned between dichloromethane (3×300 ml) and saturated NaCl (aq, 300 ml). The organic layers were pooled, dried over anhydrous Na2SO4, flash evaporated to dryness (dry weight=8.1 g) and purified over E. Merck silica gel 60 column in hexane/acetone mixtures to give 1.0 g of the monoacetate and 1.58 g of the diacetate.

出典