- Method for synthesizing optically pure glabridin
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The invention relates to a method for synthesizing optically pure glabridin. According to the method, chiral carbon of optically pure glabridin is constructed through biological enzyme catalysis, optically pure glabridin is prepared in combination with an organic synthesis method, and the key steps are that a chiral intermediate compound III is generated by using a lipase catalysis compound II, and an important intermediate compound IV is obtained through a bromination reaction. According to the method for synthesizing optically pure glabridin, raw materials are cheap and easy to obtain, and the total yield is high.
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- Method for synthesizing glabridin
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The invention relates to a method for synthesizing glabridin. According to the method, 2, 4-dimethoxy bromobenzene and diethyl malonate are used as starting raw materials, a key intermediate compound III is prepared through a cuprous iodide catalytic coupling reaction, a reduction reaction and a bromination reaction, methyl-protected glabridin is prepared through nucleophilic substitution and a Friedel-Crafts reaction, and glabridin is obtained after methyl is removed. According to the method for synthesizing glabridin, raw materials are cheap and easy to obtain, and the total yield is high.
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- Method for asymmetrically synthesizing glabridin with optical purity
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The invention discloses a method for asymmetrically synthesizing glabridin with optical purity, belonging to the field of organic synthesis. According to the invention, 7-hydroxychroman-4-one is usedas a raw material and is subjected to seven successive reactions including a protecting group protection reaction, an enol esterification reaction, an asymmetric addition reaction, a carbonyl reduction reaction, a phenolic hydroxyl protecting group removal reaction, a cyclization reaction and a demethylation reaction so as to finally prepare glabridin with optical purity. The optically pure glabridin is obtained by asymmetrically introducing a chiral center by using a palladium catalyst and an organophosphorus ligand; reaction conditions are mild; operation is convenient; and the method is suitable for industrial application. The raw material is easy to obtain and low in cost, and the product is good in yield and high in stereoselectivity.
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- A synthesis method of glabridin (by machine translation)
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The invention discloses a glabridin synthesis method, the method to the cheap and easy 7 - hydroxy coumarin as raw materials with 2 - methyl - 3 - [...] - 1 - ol reaction to construct a alkyne ether, then the resulting α, β - unsaturated compounds of the introduction bromine atom at α, by the rearrangement, Szuki coupling as the core reaction to construct a key intermediate (IV), reduction of the conjugated double bond double-hydroxy compound, Mitsunobu cheng mi, removing methyl seven-step reaction, the final to 20% of the total yield of the fast, efficient synthesis of light glycyrrhiza. The invention than in the previous method has the following advantages: cheap raw material, the total route is short, the total yield is high, can be fast and efficient synthetic light glycyrrhiza. (by machine translation)
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- Method for asymmetrically synthesizing glabridin with optical purity under catalysis of ruthenium compound
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The invention relates to a method for asymmetrically synthesizing glabridin with optical purity under catalysis of a ruthenium compound. The method comprises the following steps: 1) taking isoflavoneprotected by a protection group as a raw material and carrying out dynamic kinetic asymmetric hydrogen transfer reaction under the catalysis effect of a ruthenium trichloride compound and the action of an acid-alkali buffering system to obtain chiral isoflavol with an absolute configuration being (3R, 4R); 2) removing hydroxyl of the chiral isoflavol under the action of triethylsilane and trifluoroacetic acid to obtain a product with an absolute configuration being (R); 3) removing a protection group of the product with the configuration being (R) in step 2) under an acidic or alkaline condition to obtain the glabridin with the configuration (R) and the optical purity. The method provided by the invention can be used for synthesizing the glabridin with the optical purity in a high-yield and high-stereoselectivity manner; the obtained product is completely the same as that of the glabridin extracted from glycyrrhiza glabra and can be used for replacing the glabridin derived from naturalplants to be industrially applied.
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- Total synthesis of (±)-glabridin
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An efficient formal synthesis of (±)-glabridin was accomplished in 10 steps from resorcinol using Raney Ni to reduce carbon-carbon double bonds in α,β-unsaturated carbonyl compound as the key step.
- Ji, Wen-Hua,Gao, Qian-Shan,Lin, Yun-Liang,Gao, Hong-Mei,Wang, Xiao,Geng, Yan-Ling
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p. 540 - 546
(2014/01/23)
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- A MANUFACTURING PROCESS OF ISOFLAVAN OR ISOFLAVENE DERIVATIVES
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The present invention relates to a method of synthesizing isoflavan and isoflavene derivatives of the Formula 1, which have the biological efficacy of antioxidation and protection against ultraviolet light. The method is effective and suitable for a mass production of isoflavan and isoflavene derivatives, which is a more convenient alternative preparation method compared to the isolation method by the extraction of plants, such as licorice, via troublesome preparative processes.
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Page/Page column 28-29
(2010/02/11)
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