Réaction #64087

Équation de réaction

methyl 2-methyl-3-hydroxypentanoate

vinyl laurate

→

methyl (3S)-2-methyl-3-hydroxypentanoate

Rendement 77.8%

Conditions de réaction

Traitement

1. 1
   Autrethe reaction
2. 2
   Autrethe enzyme was removed by filtration
3. 3
   Lavagewashed with n-heptane on a filter paper
4. 4
   workup.DISTILLATIONn-Heptane was distilled away from the filtrate
5. 5
   workup.DISTILLATIONthe residue was subject to vacuum distillation

Mode opératoire

A mixture of 7.2 g of methyl 2-methyl-3-hydroxypentanoate, 11.1 g of vinyl laurate, and 4.0 g of Lipase P (trade name, Amano Pharmaceutical Co., Ltd.) was stirred at 35° C. for 5 days. After stopping the reaction, the enzyme was removed by filtration and washed with n-heptane on a filter paper. n-Heptane was distilled away from the filtrate and the residue was subject to vacuum distillation to give 5.6 g of methyl (3S)-2-methyl-3-hydroxypentanoate of the following formula, [α]D20 =+3.8°(C=1.26, CHCl3). ##STR81## In addition, 3.6 g of methyl (3R)-2-methyl-3-dodecanoyloxypentanoate was obtained. αhd D=0.

Source