반응 #1121747

반응 방정식

5-methyl-3-nitromethyl-hexanoic acid ethyl ester

NaOH

→

(S)-5-methyl-3-nitromethyl-hexanoic acid ethyl ester

수율 43.0%

반응 조건

후처리

1. 1
   기타After 55% conversion (corresponds to 50.6 mL of NaOH consumption) the reaction
2. 2
   workup.ADDITIONwas stopped by addition of 100 mL of ethyl acetate
3. 3
   workup.ADDITION100 mL of 5M aqueous NaOH were added
4. 4
   기타the layers were separated
5. 5
   세척The aqueous layer was washed once with 100 mL of ethyl acetate
6. 6
   농축The combined organic layers were concentrated under reduced pressure

실험 절차

100 g of 5-methyl-3-nitromethyl-hexanoic acid ethyl ester (VIII, R1=ethyl) were added to an aqueous solution of EstB (500 mL cell extract; ˜5 g total protein concentration). At a temperature of 25° C. the pH was kept at 7.0 by continuous addition of 5M aqueous NaOH. After 55% conversion (corresponds to 50.6 mL of NaOH consumption) the reaction was stopped by addition of 100 mL of ethyl acetate. 100 mL of 5M aqueous NaOH were added and the layers were separated. The aqueous layer was washed once with 100 mL of ethyl acetate. The combined organic layers were concentrated under reduced pressure to give 43 g of (S)-5-methyl-3-nitromethyl-hexanoic acid ethyl ester (VIII, R1=ethyl; ee=98%).

출처