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Preparation method of corosolic acid

A technology of corosolic acid and lead tetraacetate, applied in the field of medicine, can solve the problems of high investment cost, low yield, complicated production steps, etc., and achieve the effect of reducing the processing process, reducing the cost and shortening the process route

Inactive Publication Date: 2010-08-18
HUBEI YITAI PHARMA
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Problems solved by technology

CN1634971A reports the semi-synthetic preparation method of corosolic acid, the method obtains corosolic acid through steps such as esterification, oxidation, enolization esterification, hydroboration oxidation, catalytic hydrogenolysis or halogenolysis, and the production steps of this method are complicated , high investment cost and low yield, so it is necessary to improve on this basis

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  • Preparation method of corosolic acid
  • Preparation method of corosolic acid

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Embodiment Construction

[0026] The present invention will be further described below in conjunction with the examples, but not limited to the examples.

[0027] A preparation method of corosolic acid is provided:

[0028] Step 1 in the method: the preparation of 3-carbonyl ursolic acid

[0029] Add 20 grams of ursolic acid and 1000 ml of dichloromethane into the reaction flask, and add 10 grams of freshly prepared PCC in batches. TLC tracked until the raw materials disappeared, the reaction solution was filtered through diatomaceous earth, the filtrate was evaporated to dryness under reduced pressure, and recrystallized with ethanol to obtain 17.2 g of white crystals of 3-carbonyl ursolic acid with a yield of 88%.

[0030] Step 2 in the method: the preparation of 2-acetoxy-3-carbonyl ursolic acid

[0031] Take 15 grams of 3-carbonyl ursolic acid obtained in step 1 and dissolve it in 100 ml of benzene, add 29 grams of lead tetraacetate, and react in the dark at 60°C for 24 hours. After the reaction...

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Abstract

The invention provides a preparation method of corosolic acid, comprising the following steps: 1) using ursolic acid as a raw material, and oxidizing the raw material by an oxidant to obtain 3-carbonyl ursolic acid; 2) reacting the 3-carbonyl ursolic acid obtained from the step 1) and lead tetraacetate, and introducing acetoxy; and 3) reducing acetoxy of 2-acetoxy-3-carbonyl ursolic acid obtained in step 2) to obtain corosolic acid, and purifying the obtained corosolic acid. The reaction yield of the invention is over 34%, and the invention shortens the technical route and reduces the intermediate treating process, greatly reduces cost and provides favorable conditions for producing the corosolic acid.

Description

technical field [0001] The invention belongs to the field of medicine, and in particular relates to a method for synthesizing corosolic acid, a medicine for lowering blood sugar and losing weight. Background technique [0002] Corosolic acid (CA), also known as 2α-hydroxyursolic acid, is a triterpene compound present in plants such as Lagerstroemia indica and loquat. Its structural formula is as follows: [0003] [0004] The research on extracting corosolic acid from natural plants started from the crape myrtle in the Philippine Islands, commonly known as Panaba. In the local area, people traditionally use the leaves of Panaba to make tea to fight diabetes and obesity. Japanese companies have developed it into a health care product for nearly ten years. Since its effect has gradually been recognized, it has been tracked and studied on its active ingredients, and finally found that its mechanism of action is corosolic acid in panabasin. At present, the quality control of...

Claims

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Application Information

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IPC IPC(8): C07J63/00C07J75/00A61P3/10A61P3/04
Inventor 王正友王诗宏
Owner HUBEI YITAI PHARMA
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