Method for synthesizing sugammadex sodium through microwave reaction

A technology of sugammadex sodium and microwave reaction, which is applied in the field of microwave reaction synthesis of sugammadex sodium, can solve the problems of increasing the difficulty of industrial application and cumbersome processing process, and achieve good economy, simple follow-up purification and high product purity Effect

Inactive Publication Date: 2018-12-04
HEFEI BOSIKC PHARMTECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the processing process is relatively cumbersome, and the ion resin needs to be processed, which increases the difficulty of industrial application.

Method used

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  • Method for synthesizing sugammadex sodium through microwave reaction
  • Method for synthesizing sugammadex sodium through microwave reaction
  • Method for synthesizing sugammadex sodium through microwave reaction

Examples

Experimental program
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Effect test

Embodiment 1

[0033] Synthesis of Crude Sugammadex Sodium

[0034] Add sodium hydroxide (23.5g, 588mmol) into the reaction flask, add 150ml water to dissolve completely; add dropwise 3-mercaptopropionic acid aqueous solution (39.0g, 368mmol, dissolve in 80ml water) to the flask under stirring, add 6-deoxy- 6-All-iodo-γ-cyclodextrin (40g, 18.4mmol) was added, placed in a microwave reactor, and reacted under 500w microwave radiation for 30 minutes; after the reaction was completed, cooled to room temperature, added 700mL DMF to crystallize while stirring, Filtrate, collect solid, vacuum-dry to obtain off-white solid 45g, purity is 98.33% (see attached Figure 3-4 ).

Embodiment 2

[0036] Purification of sugammadex sodium

[0037] Under the protection of nitrogen, take 40 g of crude sugammadex sodium, dissolve it in a mixed solution of 100 ml of water and 600 ml of ethanol, stir and raise the temperature to 40°C, then cool down to room temperature, a white solid precipitates out, and is suction filtered to obtain 35 g of a white solid. This solid is detected by HPLC, and the purity is 99.82%, which meets the requirements of sugammadex sodium bulk drug (see attached Figure 5-6 ).

Embodiment 3

[0039] Synthesis of Crude Sugammadex Sodium

[0040] Sodium carbonate (15.9g, 150mmol) was put into the reaction flask, 75ml of water and 115ml of N,N-dimethylformamide were added; 3-mercaptopropionic acid aqueous solution (19.5g, 184mmol, dissolved in 80ml water), add 6-deoxy-6-periodo-γ-cyclodextrin (40g, 18.4mmol), after adding, put it in a microwave reactor, and react under 300w microwave radiation for 60 minutes; after the reaction is completed, cool to room temperature , add 400mL DMF to crystallize under stirring, filter, collect the solid, and vacuum dry to obtain 40g of off-white solid with a purity of 98.26%

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Abstract

The invention belongs to the field of pharmacy, and especially relates to a method for synthesizing sugammadex sodium through microwave reaction. The method firstly provides that sugammadex sodium canbe prepared in a water-containing system; organic solvents like N,N-dimethylformamide used by traditional methods can be replaced in whole or in part by adopting water or a combination of the water and an organic solvent as a reactive solvent; and therefore, disadvantages of hard recovery, large pollution and high environmental protection costs caused by large amount of high boiling organic solvents can be improved. The sugammadex sodium can be rapidly synthesized by taking 3-mercaptopropionic acid, alkali, and 6-deoxy-6-perhalogeno-gamma-cyclodextrin as raw materials; and recrystallization can be simply performed on the sugammadex sodium crude product generated by reaction for only one time, and therefore, high purity sugammadex sodium can be obtained. The method has advantages of fast reaction, less impurity generation, simple subsequent purifying and high product purity; and the method is good in economy, low in energy consumption, high in production efficiency, and suitable for commercial process.

Description

technical field [0001] The invention belongs to the field of pharmacy, in particular to a method for synthesizing sugammadex sodium by microwave reaction. Background technique [0002] The chemical name of sugammadex sodium is 6A, 6B, 6C, 6D, 6E, 7F, 6G, 6H-octa-S-(2-carboxyethyl)-6A, 6B, 6C, 6D, 6E, 7F, 6G, 6H-octathio-γ-cyclodextrin, octasodium salt, the structural formula is: [0003] [0004] Sugammadex sodium is a new type of muscle relaxant reversal agent developed by Organon in the Netherlands. It is clinically used to reverse the neuromuscular blockade of rocuronium or vecuronium. It has a good curative effect and has excellent safety; since the European Union approved its listing in July 2008, it has been listed in Japan, South Korea, the United States and other countries, and is being declared for production and listing in my country. [0005] At present, there are few reports on the preparation process of sugammadex sodium at home and abroad, and the basic pur...

Claims

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Application Information

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IPC IPC(8): C08B37/16
CPCC08B37/0012
Inventor 郭辉
Owner HEFEI BOSIKC PHARMTECH CO LTD
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