Process for synthesizing and purifying teprenone

A teprenone and process technology, applied in the field of drug synthesis and purification technology, can solve the problems of not specifically listing teprenone related content, many synthesis steps, difficult industrialization and the like, and achieves increased solubility and Catalytic ability, high reaction conversion rate, easy control effect
CN103058839BActive Publication Date: 2014-12-17SICHUAN YUANJI PHARMA CO LTD
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
SICHUAN YUANJI PHARMA CO LTD
Publication Date
2014-12-17

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Abstract

The invention discloses a process for synthesizing and purifying teprenone, comprising the following steps: A: taking (6E, 10E) geranyl linalool, organic aluminum catalyst and lower alcohol liquor; heating to 30-80 DEG C; continuously stirring during the heating process; adding alkyl acetoacetate so as to carry out the Carroll rearrangement reaction, wherein the reaction time is controlled within 8-20 hours; and then obtaining the teprenone crude product; and B: concentrating the teprenone crude product prepared in step A to remove the low-boiling point organic impurities; centrifuging to obtain supernatant liquid; carrying out chromatography via a silica column, and then adopting organic reagent as flow phase to elute; collecting the cingula of the teprenone; and combining the positive eluant tested in thin-layer chromatography qualitative detection, later reducing the pressure of the eluant, and then concentrating the eluant to obtain the teprenone product. The synthetic route of the teprenone in the invention is only one step, so that the reaction conversion rate is high, and the control is easy. The synthetic reaction conversion rate of the teprenone crude product is larger than 95%, and the purity of the highly finished teprenone product is larger than 99.0%.
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Description

technical field

[0001] The embodiment of the present invention relates to a synthesis and purification process of a drug, in particular to a synthesis and purification process of teprenone. Background technique

[0002] Teprenone is a terpene compound with the molecular formula C 23 h 38 O, molecular weight 330.55, the chemical name of the compound is 6,10,14,18-tetramethyl-5,9,13,17-nonadecanetraen-2-one, composed of (5E, 9E, 13E) and ( 5Z, 9E, 13E) are a mixture of two geometric isomers in a molar ratio of 3:2.

[0003] Teprenone has a broad-spectrum anti-ulcer effect and has a repairing effect on the tissue; Teprenone improves the gastric mucosa by promoting the biosynthesis of high-molecular glycoproteins, phospholipids and prostaglandins in the gastric mucosa, and stimulating the secretion of gastric mucus. Defensive and protective functions, it has strong anti-ulcer effect and improvement effect on gastric mucosa for various experimental ulcers and gastric mucosal l...

Claims

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