反应 #2348142

反应方程式

sodium bicarbonate water

5,9,13,17-tetramethyloctadecanol

β-xylose tetraacetate

tin tetrachloride

→

1-O-(5,9,13,17-tetramethyloctadecyl)-β-D-xylopyranoside triacetate

收率 15.9%

溶剂

methylene chloride

methylene chloride

methylene chloride

methylene chloride

反应条件

后处理

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   温度cooled to −10° C
3. 3
   workup.STIRRINGthe mixture was agitated for 4 hours
4. 4
   洗涤The extract was washed with water
5. 5
   干燥dried over anhydrous sodium sulfate
6. 6
   过滤After the filtration
7. 7
   浓缩the resultant was concentrated
8. 8
   其他the concentrate was purified by column chromatography

实验过程

Under an argon atmosphere, 318 mg of β-xylose tetraacetate was dissolved in 6 ml of dry methylene chloride, and the solution was cooled to 0° C. A solution of 0.12 ml of tin tetrachloride dissolved in 1 ml of methylene chloride was added dropwise thereto, the mixture was agitated at room temperature for 20 minutes, and then cooled to −10° C. A solution of 326.6 mg of 5,9,13,17-tetramethyloctadecanol in 1 ml of methylene chloride was added dropwise thereto, and the mixture was agitated for 4 hours. A sodium bicarbonate water was added to the reaction solution and extraction was carried out 3 times with methylene chloride. The extract was washed with water and dried over anhydrous sodium sulfate. After the filtration, the resultant was concentrated, and the concentrate was purified by column chromatography to obtain 93 mg of 1-O-(5,9,13,17-tetramethyloctadecyl)-β-D-xylopyranoside triacetate.

来源