反応 #350562

反応方程式

racemic butyl 3-hydroxyhexanoate

racemic benzyl 3-hydroxyhexanoate

→

(R)-methyl 3-hydroxyhexanoate

収率 36.0%

(S)-benzyl 3-hydroxyhexanoate

収率 40.0%

反応条件

後処理

1. 1
   その他obtained in Reference example 3
2. 2
   その他The resulting mixture was reacted
3. 3
   workup.STIRRINGwith stirring
4. 4
   ろ過The steps from filtration of the lipase to chromatograph with a silica gel column

実験手順

The same procedure was repeated except that racemic butyl 3-hydroxyhexanoate was changed into the racemic benzyl 3-hydroxyhexanoate 1.0 g (4.5 mmol) obtained in Reference example 3 and stirring time was changed into nine hours. The resulting mixture was reacted with stirring. After the reaction was stopped, the conversion of 52% was determined. The steps from filtration of the lipase to chromatograph with a silica gel column were conducted as shown in Example 1 to obtain (R)-methyl 3-hydroxyhexanoate 0.24 g (1.6 mmol, 36%) and (S)-benzyl 3-hydroxyhexanoate 0.40 g (1.8 mmol, 40%). Optical purity of these compounds was determined by HPLC. The optical purity of the (R)-compound was 88% ee and that of the (S)-compound was 96% ee.

出典