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Synthesizing method of spermidine

A synthetic method and technology of spermidine, applied in chemical instruments and methods, preparation of amino compounds, preparation of organic compounds, etc., can solve problems such as the difficulty in preparing high-purity spermidine products for industrial production, and achieve easy products and simple raw materials , The effect of easy access to raw materials

Inactive Publication Date: 2012-09-12
TIANJIN PULAIKE PHARMA TECH
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Problems solved by technology

[0003] The purpose of the present invention is to overcome the deficiencies of the prior art, to provide a synthetic method of spermidine, which solves the problems of difficult preparation of high-purity spermidine products and industrial production

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  • Synthesizing method of spermidine
  • Synthesizing method of spermidine

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Embodiment Construction

[0018] Below in conjunction with accompanying drawing, invention is described in further detail

[0019] A kind of synthetic method of spermidine, such as figure 1 shown, including the following steps:

[0020] Step 1: Add phenol (100g, 1.06mol) into the reaction flask, add tetrahydrofuran (THF) (200mL) to dissolve, then add triethylamine (TEA) (177.23mL, 1.28mol), stir in an ice bath to cool down, add dropwise CbzCl (164.52 mL, 1.17 mol), the dropwise addition was completed, and stirred at room temperature for 1 h. Filter off the solid (triethylamine hydrochloride), add ethyl acetate (EA) (400mL) to the filtrate to dilute, wash with saturated NaHCO 3 Wash twice with aqueous solution (400 mL), then with saturated NaCl (400 mL), anhydrous NaCl 2 SO 4 Drying, filtration and removal of the solvent gave the crude product (242 g, 100%).

[0021] The crude product obtained in this step does not need to be purified and can be directly used in the next reaction.

[0022] The cru...

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Abstract

The invention relates to a synthesizing method of spermidine in the field of medical intermediates. The method is characterized by comprising the following steps: firstly, preparing Cbz (carbobenzoxy)-monoprotected 1,4-butanediamine; performing addition reaction with vinyl cyanide; and finally, reducing the cyano group in the addition product, and removing Cbz protection to obtain a high-purity spermidine product. The method has a reasonable design and the advantages of easily available raw materials, simpleness in operation, high product purity, easiness in industrialization and the like, solves the problem of high commercial price of conventional spermidine, is advantageous to improving the position of China in the field of international medical intermediates, and can produce positive effect in the aspect of novel medicament development.

Description

technical field [0001] The invention belongs to the technical field of synthesizing pharmaceutical intermediates, in particular to a method for synthesizing spermidine. Background technique [0002] As an important raw material, spermidine is widely used in the synthesis of pharmaceutical intermediates. At present, the synthesis method of spermidine mainly uses 1,4-butanediamine and acrylonitrile as raw materials, and first adds, and then hydrogenates the cyano group to obtain it. This synthesis method only requires two steps of reaction, but Since a large amount of 1,4-butanediamine remaining in the reaction is difficult to remove, it will have a great impact on the purity of the spermidine product, and the purification cost is relatively high, which is not conducive to industrial production. Contents of the invention [0003] The object of the present invention is to overcome the deficiencies of the prior art, provide a kind of synthetic method of spermidine, solve the ...

Claims

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Application Information

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IPC IPC(8): C07C211/14C07C209/62
Inventor 黄伟强林运明李双喻宏林马文·米勒
Owner TIANJIN PULAIKE PHARMA TECH
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