Method for synthesizing pidotimod

A technology of pidotimod and a synthesis method, applied in the field of preparation of pharmaceutical compounds, can solve the problems of low yield and high production cost in the synthesis process, and achieve the effects of low price, low cost and reduced decomposition

Active Publication Date: 2011-11-09
QINGDAO VLAND BIOTECH INC
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0010] The purpose of the present invention is to provide a synthetic process of pidotimod, wh

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  • Method for synthesizing pidotimod
  • Method for synthesizing pidotimod

Examples

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Example Embodiment

[0029] Example 1. Preparation method of the present invention

[0030] Step 1. Weigh 100 g of L-thiazolidine-4-carboxylic acid into 400 mL of acetone, and then add 114 g of potassium carbonate and stir for 0.5 h.

[0031] Step 2: Dissolve 122 g of L-pyroglutamyl chloride in 300 mL of acetone, and then add it dropwise to the solution obtained in step a and stir for 2 hours.

[0032] Step 3, filter, dissolve the filter cake in 500 mL of water, ice bath to 0-10 degrees, the above solution is acidified with concentrated hydrochloric acid to PH=2, white precipitate is formed, continue to stir for 1 hour.

[0033] Step 4. Filter and dry. A crude pidotimod product is obtained.

[0034] Step 5. The crude pidotimod product is recrystallized with water, filtered, dried, and weighed to obtain 165 g of refined pidotimod with a yield of 90%

Example Embodiment

[0035] Example 2. Preparation method of the present invention

[0036] Step 1. Weigh 100 g of L-thiazolidine-4-carboxylic acid into 500 mL of acetone, and then add 96 g of sodium carbonate and stir for 0.5 h.

[0037] Step 2: Dissolve 166 g of L-pyroglutamyl chloride in 400 mL of acetone, and then add it dropwise to the solution obtained in step a and stir for 2 hours.

[0038] Step 3, filter, dissolve the filter cake in 500 mL of water, ice bath to 0-10 degrees, the above solution is acidified with concentrated hydrochloric acid to PH=2, white precipitate is formed, continue to stir for 1 hour.

[0039] Step 4. Filter and dry. A crude pidotimod product is obtained.

[0040] In step 5, the crude pidotimod product was recrystallized with water, filtered, dried, and weighed to obtain 163 g of refined pidotimod with a yield of 89%.

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Abstract

The invention relates to a method for synthesizing pidotimod, which comprises the following steps of: mixing L-thiazolidine-4-carboxylic acid and an acid binding agent in anhydrous acetone; dripping an anhydrous acetone solution of L-pyroglutamic acyl chloride; after the reaction is finished, filtering; dissolving a filter cake in water, acidifying, and filtering to obtain a coarse product; and drying the coarse product, and recrystallizing to obtain the pidotimod.

Description

technical field [0001] The invention relates to a preparation method of a pharmaceutical compound, in particular to a synthesis method of an immune enhancer pidotimod. Background technique [0002] Pidotimod (pidotimod) was developed by the Italian company Poli industria chimica S.P.A in the 1980s and was approved for clinical use in 1993. It is a synthetic immune booster with a structure similar to that of a dipeptide. Its chemical name is For (R)-3-(S)-(5-oxo-2-pyrrolidinyl)carbonyl]-tetrahydrothiazole-4-carboxylic acid. It has the advantages of rapid distribution and excretion, no accumulation in the body, and good tolerance. It can not only promote non-specific immune responses, but also promote specific immune responses. At present, it has been listed in many countries in Asia, Europe, America, etc., and is mainly used to treat bacteria (pneumococcus, Escherichia coli, Pseudomonas aeruginosa, Proteus, etc.) and viruses (influenza virus) by promoting the body's immune f...

Claims

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Application Information

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IPC IPC(8): C07K5/078
Inventor 林扬姚德勇郝智慧贾德强王艳玲
Owner QINGDAO VLAND BIOTECH INC
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