反応 #10474

反応方程式

cis-3-benzyloxycyclohexan-1-ol

→

3-benzyloxycyclohexan-1-ol

溶媒

vinyl acetate

methylene chloride

反応条件

後処理

1. 1
   その他After leaving
2. 2
   workup.WAITto stand overnight
3. 3
   ろ過the enzyme was filtered off
4. 4
   その他A sample was withdrawn
5. 5
   濃縮concentrated by evaporation under reduced pressure

実験手順

20.3 g of cis-3-benzyloxycyclohexan-1-ol were dissolved in 35 ml of vinyl acetate and 125 ml of methylene chloride, admixed with 2.0 g of Novozym 435 and stirred at 20–23° C. for 6 h. After leaving to stand overnight, the enzyme was filtered off. A sample was withdrawn and concentrated by evaporation under reduced pressure. The enantiomeric excess of (1S,3R)-3-benzyloxycyclohexan-1-ol was >99% (HPLC on Chiralpak AD-H 250×4.6; 1 ml/min, 25:1:0.5 heptane/EtOH/CH3CN+0.1% TFA), and the enantiomeric excess of the (1R,3S)-acetate was 78% (HPLC on Chiralcel OD 250×4.6; 1 ml/min, 100:1:0.5 heptane/EtOH/CH3CN).

出典