Towards validating new enzymatic routes for synthetic conversion: 7,10-bis-O-(2,2,2-trichloroethoxy-carbonyl)-10-deacetyl baccatin III-ethyl acetate-water (1/1/1)

Li Wang; Ya-jun Li Zheng-wei Li

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Towards validating new enzymatic routes for synthetic conversion: 7,10-bis-O-(2,2,2-trichloroethoxy-carbonyl)-10-deacetyl baccatin III-ethyl acetate-water (1/1/1)

机译：努力验证合成转化的新酶途径：7,10-双-O-（2,2,2-三氯乙氧基-羰基）-10-脱乙酰浆果赤霉素III-乙酸乙酯-水（1/1/1）

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Under a nitrogen atmosphere, a solution of 10-deacetyl-baccatin III (1.01 g, 2.0 mmol) in dry pyridine (18 ml) was heated at 353 K and 2,2,2-trichloroethyl chloroformate (0.777 g, 3.68 mmol) was added dropwise. After 25 min, the flask was removed from the oil bath and the reaction quenched by the careful addition of a few drops of ice-cold methanol. The reaction mixture was extracted with CH_2Cl_2, and the organic phase was washed with dilute HCl and brine. After drying (MgSO_4) and removal of the solvent, a semi-solid residue was obtained, which was dissolved in ethyl acetate and recrystalized. 7,10-Di-Troc-DAB-ethyl acetate-water (1/1/1) was obtained as colourless crystals (yield 1.18 g, 72%) suitable for X-ray analysis.

机译：在氮气气氛下，将10-脱乙酰基浆果赤霉素III（1.01 g，2.0 mmol）在干燥的吡啶（18 ml）中的溶液在353 K加热，然后将2,2,2-三氯乙基氯甲酸酯（0.777 g，3.68 mmol）加入逐滴添加。 25分钟后，将烧瓶从油浴中取出，小心加入几滴冰冷的甲醇，淬灭反应。反应混合物用CH 2 Cl 2萃取，有机相用稀HCl和盐水洗涤。干燥（MgSO 4）并除去溶剂后，获得半固体残余物，将其溶于乙酸乙酯中并重结晶。得到7,10-Di-Troc-DAB-乙酸乙酯-水（1/1/1），为无色晶体（产率1.18g，72％），适合于X射线分析。

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《Acta crystallographica. Section C, Structural chemistry.》 |2015年第3期|共4页
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Li Wang; Ya-jun Li Zheng-wei Li;
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1. Towards validating new enzymatic routes for synthetic conversion: 7,10-bis-O-(2,2,2-trichloroethoxy-carbonyl)-10-deacetyl baccatin III-ethyl acetate-water (1/1/1) [J] . Li Wang, Ya-jun Li Zheng-wei Li Acta crystallographica. Section C, Structural chemistry. . 2015,第3期

机译：努力验证合成转化的新酶途径：7,10-双-O-（2,2,2-三氯乙氧基-羰基）-10-脱乙酰浆果赤霉素III-乙酸乙酯-水（1/1/1）
2. A Convenient and Easy-controlled Method for Preparation of 7,10-Bis(2,2,2-trichloroethyloxycarbonyl)-10-deacetyl Baccatin Ⅲ [J] . QI Xin, XU Li, LIN Xiao-ju, 高等学校化学研究（英文版） . 2004,第006期

机译：一种简便易控制的7,10-双（2,2,2-三氯乙氧羰基）-10-去乙酰基浆果赤霉素Ⅲ的制备方法
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Towards validating new enzymatic routes for synthetic conversion: 7,10-bis-O-(2,2,2-trichloroethoxy-carbonyl)-10-deacetyl baccatin III-ethyl acetate-water (1/1/1)

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