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Methods for preparing class-one polysaccharide derivative and intermediate of class-one polysaccharide derivative

A kind of technology of polysaccharides and derivatives, applied in the field of preparation of polysaccharide derivatives and their intermediates, can solve the problems of large environmental pollution, low yield, harsh reaction conditions, etc. little effect

Inactive Publication Date: 2012-10-10
HSING PHARMACEUTICALS CO LTD
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Problems solved by technology

[0008] The purpose of the present invention is to provide a preparation method of a class of polysaccharide derivatives and intermediates thereof, which can effectively solve the problem of severe reaction conditions, low yield and relatively large environmental pollution in the synthetic method of fondaparinux sodium in the prior art. question

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  • Methods for preparing class-one polysaccharide derivative and intermediate of class-one polysaccharide derivative
  • Methods for preparing class-one polysaccharide derivative and intermediate of class-one polysaccharide derivative
  • Methods for preparing class-one polysaccharide derivative and intermediate of class-one polysaccharide derivative

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Embodiment Construction

[0037] A preparation method of a class of polysaccharide derivatives, comprising the steps of: adding a palladium-carbon catalyst to an organic solvent of compound V or a mixed solvent of an organic solvent and water, and stirring under a hydrogen atmosphere until the reaction is complete to obtain a class of polysaccharide derivatives, such as figure 1 shown;

[0038] Specifically, 10% palladium carbon (1 g) was added to the aqueous solution of Compound V (11.3 g, 50 mmol), and the resulting mixture was vigorously stirred at 25° C. for 72 hours in a 1 atm hydrogen atmosphere, and then filtered to remove the solid. The obtained aqueous phase was extracted with tert-butyl methyl ether, and then the phase was lyophilized to obtain the desired compound I (7.7 g, yield 85%).

[0039] ESI-MS(negative)m / z:[M-10Na+8H] 2- :1594.80

[0040] Wherein, the organic solvent can be a conventional solvent of this type of reaction in the art, such as methanol, ethanol, isopropanol, n-butano...

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Abstract

The invention discloses a method for preparing a class-one polysaccharide derivative. The method includes the steps: adding palladium-carbon catalysts into organic solvents of a compound V or mixed solvents of organic solvents and water; and mixing the catalysts and the solvents to completely react in hydrogen atmosphere to obtain the class-one polysaccharide derivative. The organic solvents can be conventional solvents for the reaction in the field and include one or more of methanol, ethanol, isopropyl alcohol, n-butyl alcohol, N, N-dimethyl formamide, acetic ether and dimethyl sulfoxide, the volume-mass ratio of the organic solvents or the mixed solvents of the organic solvents and the water to the compound V is 1-10000ml / g, the content of palladium-carbon is 1%-20%, the weight ratio of the palladium-carbon to the compound V is preferably 0.00001-1:1, and the reaction temperature ranges from -20 DEG C to 80 DEG C. The method has the advantages that reaction conditions are moderate, side reaction is less, yield is high, environmental pollution is low, and the method is suitable for industrial production.

Description

technical field [0001] The invention relates to a preparation method of a class of polysaccharide derivatives and intermediates thereof. Background technique [0002] Fondaparinux sodium is a fully synthetic pentose sugar, such as Figure 4 As shown, it is composed of 5 sugar chain units, so it is also called pentosan sodium, and it is the first antithrombotic agent that selectively inhibits factor Xa. It is currently used in postoperative antithrombotic therapy, prevention of deep vein thrombosis, and initial treatment of acute deep venous thrombosis (DVT) and acute pulmonary embolism (PE) in combination with warfarin. [0003] Normally, clotting proteins exist in the blood in an inactive state. When blood vessels are damaged, a coagulation cascade is triggered that eventually leads to the formation of a fibrin clot that stabilizes and then forms a thrombus. The coagulation cascade is a process in which a series of proteases are gradually activated through exogenous and i...

Claims

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Application Information

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IPC IPC(8): C07H15/02
Inventor 胡俊斌陈清泉胡定坤夏霆徐志刚沙雪辉施邢俊应律
Owner HSING PHARMACEUTICALS CO LTD
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