反应 #1121759

反应方程式

(R)-2-ethoxycarbonylmethyl-4-triethylsilyloxy-2-cyclopenten-1-one

sodium hydroxide

→

(R)-2-hydroxycarbonylmethyl-4-triethylsiloxy-2-cyclopenten-1-one

收率 66.2%

溶剂

phosphate

反应条件

后处理

1. 1
   其他finally adjusted to 7.0 upon completion of the reaction
2. 2
   其他the Lipase was removed by filtration
3. 3
   萃取The reaction mixture was extracted with 100 ml of ethyl acetate twice
4. 4
   萃取The aqueous layer was extracted twice again
5. 5
   干燥dried over anhydrous magnesium sulfate
6. 6
   过滤filtered
7. 7
   浓缩concentrated

实验过程

20 g of (R)-2-ethoxycarbonylmethyl-4-triethylsilyloxy-2-cyclopenten-1-one obtained from Example 35 and 2 g of Candida antarcitica lipase were suspended in 200 ml of phosphate buffer (10 mM, pH 6.5-7.5) and stirred at room temperature. The pH of the solution was maintained by 1N sodium hydroxide solution and finally adjusted to 7.0 upon completion of the reaction and the Lipase was removed by filtration. The reaction mixture was extracted with 100 ml of ethyl acetate twice. The pH of the aqueous layer was further adjusted to 6.0 using a saturated sodium hydrogensulfate solution. The aqueous layer was extracted twice again using 100 ml of ethyl acetate. The organic layers were combined, dried over anhydrous magnesium sulfate, filtered, and concentrated to obtain (R)-2-hydroxycarbonylmethyl-4-triethylsiloxy-2-cyclopenten-1-one (12 g, 65% yield). [α]D: +19.8° (c 1.0, CH3CN);

来源