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Method for synthesizing thioether impurities in sugammadex sodium molecules
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A technology of sugammadex sodium and a synthesis method, which is applied in the field of synthesis of intramolecular thioether impurities of sugammadex sodium, can solve problems such as poor accuracy, and achieves easy operation, high yield and mild reaction conditions. Effect
Active Publication Date: 2020-06-23
江苏海悦康医药科技有限公司
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[0005] The sulfideimpurity in the sugammadex sodium molecule is a reaction by-product. At present, the self-control method is used, but the qualitative and quantitative accuracy of this method is not good. Therefore, in order to improve the quality of sugammadex sodium raw materials and preparations and reduce the cost of clinical medication Risks, more detailed research and monitoring of impurities in sugammadex sodium raw materials and preparations are required
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[0027] A kind of synthetic method of sugammadex sodium intramolecular sulfide impurity comprises the following steps:
[0029] S2. Add 3-mercaptopropionic acid into the aqueous sodium hydroxide solution, and then add the intermediate product to obtain the final product, which is the intramolecular sulfide impurity of sugammadex sodium.
[0030] Concrete synthetic steps are:
[0031] S1. Using octa-(6-bromo-6-deoxy)-γ-cyclodextrin as raw material, add sulfide to the raw material and polar solvent to react, after the reaction is completed, the reaction solution is evaporated to dryness under reduced pressure, and Adding a polar solvent for dissolution, adding 2-butanone and a solvent, followed by crystallization, filtration, vacuum evaporation and purification to obtain an intermediate product;
[0037] Add octa-(6-bromo-6-deoxy)-γ-cyclodextrin (15.0g, 8.33mmol) and DMF (750mL) into a 1L reaction flask, stir them to dissolve, then add sodium sulfide nonahydrate (1.0g, 4.16mmol) was reacted at 20-30°C for 24 hours, the reaction solution was evaporated to dryness under reduced pressure at 55°C, the residue was dissolved in DMF (50mL), and then 2-butanone (50mL) was added, Water (100mL) was added dropwise, stirred and crystallized, filtered, and the filtered filtrate was evaporated to dryness under reduced pressure at 55°C to obtain 1.2g of a brown oil, which was purified by reverse-phase silica gel column to obtain 230mg of an off-white solid, namely mid product;
[0038] Add sodium hydroxide (0.147g, 3.66mmol) and purified water (640mg) into a 100mL three-necked flask, stir them to dissolve, and cool down to 0-10°C under the protection of nitrogen, then drop in 3-mercaptopropane Acid (220mg, 2.07mmol), after the dropwise addition, the temperature was raised to 40°C, an...
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the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
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