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HRID 619703作成日:2026年10月27日

Acetic Anhydride → 7-O-(Triethylsilyl) Baccatin III

https://huagongshe.com/reaction/619703

反応式

関与物質

役割名称HCID仕込み量
反応物Acetic AnhydrideHCID 7918—
反応物ChlorotriethylsilaneHCID 13819—
反応物10-deacetylbaccatin IIIHCID 154272—
溶媒PyridineHCID 1049—
生成物7-O-(Triethylsilyl) Baccatin IIIHCID 993992777%

反応条件

温度5 °C

反応手順

182 g of triethylsilyl chloride are added over 1 hour 20 minutes to a solution of 293.9 g of 10-deacetylbaccatin III in 2.7 liters of pyridine. The solution obtained is stirred for 40 hours at 5° C. 360 g of acetic anhydride are then added while the temperature is maintained at 5° C. The suspension obtained is stirred for 48 hours at 20° C. and then poured into 40 liters of ice-cold water. The precipitate obtained is separated by filtration, then washed with 8 times 2 liters of water and lastly dissolved in 3 liters of ethyl acetate. The organic phase is dried over magnesium sulphate. After filtration and concentration under reduced pressure, the product obtained is crystallized in isopropyl ether. 7-(Triethylsilyl)baccatin III is thereby obtained in a 77% yield, the characteristics of which product are as follows:

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05959125
出典データセットuspto-grants-1999_09
ORD IDord-64b6443b641f4ba481be1bfbe1569598
出典メモuspto-grants-1999_09