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Preparation process of voglibose impurity N-methyl-thymolamine

A technology based on methylenzyme olamine and voglibose, which is applied in the field of drug synthesis, can solve the problems of no published patents or literature reports, and achieve the effects of convenient operation, environmental protection, and simple post-processing

Active Publication Date: 2018-05-08
SHANDONG XINHUA PHARMA CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] There are currently no publ

Method used

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  • Preparation process of voglibose impurity N-methyl-thymolamine
  • Preparation process of voglibose impurity N-methyl-thymolamine
  • Preparation process of voglibose impurity N-methyl-thymolamine

Examples

Experimental program
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Embodiment 1

[0024] Add 1.55g (0.008mol) Jinggang enzyme olamine into a 100ml single-necked flask, then add 50ml of anhydrous methanol, then add 1.21g (0.0088mol) of anhydrous potassium carbonate, stir well and add 1.36g (0.0096mol) of iodine dropwise methane, and the reaction was stirred overnight at room temperature. The solid was filtered out, and the anhydrous methanol was concentrated under reduced pressure to obtain 1.53 g of crude N-methyl olamine, with a content of 82.34% and a yield of 75.88%.

Embodiment 2

[0026] In a 100ml single-necked flask, add 1.93g (0.01mol) of olamine, then add 50ml of DMF, then add 1.79g (0.013mol) of anhydrous potassium carbonate, stir evenly and add dropwise 1.98g (0.014mol) of methyl iodide, The reaction was stirred overnight at room temperature. The solid was filtered out, and the DMF was concentrated under reduced pressure to obtain 1.95 g of a crude product of N-methylwellanase olamine with a content of 93.21% and a yield of 87.64%. The obtained crude product was purified to obtain 1.55 g of pure N-methyl olamine, with a content of 99.88%.

[0027] The structure confirmation spectrogram of this embodiment is shown in the appendix Figure 1~6 .

Embodiment 3

[0029] In a 100ml single-necked flask, add 2.32g (0.012mol) olamine, then add 60ml acetonitrile, then add 2.48g (0.018mol) anhydrous potassium carbonate, stir and add dropwise 2.71g (0.0192mol) methyl iodide, The reaction was stirred overnight at room temperature. The solid was filtered out, and the acetonitrile was concentrated under reduced pressure to obtain 2.06 g of a crude product of N-methyl olamine, with a content of 88.22% and a yield of 73.25%.

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Abstract

The invention relates to a preparation process of voglibose impurity N-methyl-thymolamine. Valienamine has methylation reaction with iodomethane to obtain the N-methyl-thymolamine in under the catalysis of anhydrous potassium carbonate. The preparation process is simple, convenient in operation, simple in aftertreatment, capable of enabling the purity of a crude product to be higher than 82 percent, high in yield, free from other sewage, pollution-free to the environment and capable of protecting the environment.

Description

technical field [0001] The invention relates to a process for preparing voglibose impurity N-methyl olamine, which belongs to the technical field of drug synthesis. Background technique [0002] Voglibose has a significant hypoglycemic effect, and its market share in hypoglycemic drugs is increasing. It is necessary to conduct research on voglibose-related impurities, such as the impurity N-methyl jinganginol, during drug declaration. Amines, which are degradation impurities of voglibose, will also be produced during the storage of raw materials. Therefore, it is necessary to study the impurities of voglibose to determine their influence on the activity of voglibose in vivo. [0003] There are no published patents or literature reports at present. Contents of the invention [0004] The object of the present invention is to provide a kind of preparation technology of voglibose impurity N-methyl wellangase olamine. The aftertreatment is simple, and there is no other sewage...

Claims

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Application Information

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IPC IPC(8): C07C215/44C07C213/08
CPCC07C213/08C07C215/44
Inventor 张富强常森
Owner SHANDONG XINHUA PHARMA CO LTD
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