돌아가기
Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 1650361생성일: 2026년 10월 27일

Water → 7-O-(Triethylsilyl)-10-deacetyl Baccatin III

https://huagongshe.com/reaction/1650361

반응식

참여 물질

역할이름HCID투입량
반응물WaterHCID 962—
반응물Ethyl AcetateHCID 8857—
반응물ChlorotriethylsilaneHCID 13819—
반응물10-deacetylbaccatin IIIHCID 154272—
용매PyridineHCID 1049—
생성물7-O-(Triethylsilyl)-10-deacetyl Baccatin IIIHCID 1173498278%

반응 조건

온도0 °C

반응 단계

544 mg (1 mmol) of 10-deacetylbaccatine III, dissolved in 50 cm3 of anhydrous pyridine, are introduced under an argon atmosphere into a 100-cm3 round-bottomed flask equipped with a magnetic stirrer. 3.36 cm3 (3.014 g; 20 mmol) of triethylsilyl chloride are then added. The homogeneous, yellow reaction mixture is then stirred for 24 hours at 0° C. Ethyl acetate and water are then added. After settling has taken place, the separated aqueous phase is extracted with ethyl acetate. The combined organic phases are treated with saturated aqueous copper sulphate solution until the pyridine has been completely removed. The organic phases are washed with water and then with saturated sodium chloride solution, and then dried over anhydrous sodium sulphate. After filtration and evaporation of the solvents under reduced pressure, 2.73 g of a product are obtained, and this is purified on a silica column, eluting with a dichloromethane/methanol (99:1 by volume) mixture. 512 mg (0.778 mmol) of 10-deacetyl-7-triethylsilylbaccatine III are thereby obtained, in a 78% yield, in the form of a white solid, the characteristics of which are as follows:

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US04924011
출처 데이터셋uspto-grants-1990_05
ORD IDord-8c1af04dce9d4636b90a65115d578735
출처 메모uspto-grants-1990_05