20549-46-6Relevant articles and documents
Highly potent activity of isopulegol-derived substituted octahydro-2H-chromen-4-ols against influenza A and B viruses
Ilyina, Irina V.,Zarubaev, Vladimir V.,Lavrentieva, Irina N.,Shtro, Anna A.,Esaulkova, Iana L.,Korchagina, Dina V.,Borisevich, Sophia S.,Volcho, Konstantin P.,Salakhutdinov, Nariman F.
, p. 2061 - 2067 (2018)
A set of (?)-isopulegol derived octahydro-2H-chromen-4-ols was synthesized and evaluated in vitro for antiviral activity against panel of reference influenza virus strains differing in subtype, origin (human or avian) and drug resistance. Compound (4R)-11
Synthesis and application of 1,2-aminoalcohols with neoisopulegol-based octahydrobenzofuran core
Bamou, Fatima Zahra,Le, Tam Minh,Szakonyi, Zsolt,Szekeres, András,Volford, Bettina
, (2020)
A library of 1,2-aminoalcohol derivatives with a neoisopulegol-based octahydrobenzofuran core was developed and applied as chiral catalysts in the addition of diethylzinc to benzaldehyde. The allylic chlorination of (+)-neoisopulegol, derived from natural (-)-isopulegol followed by cyclization, gave the key methyleneoctahydrobenzofuran intermediate. The stereoselective epoxidation of the key intermediate and subsequent oxirane ring opening with primary amines afforded the required 1,2-aminoalcohols. The ring closure of the secondary amine analogues with formaldehyde provided spiro-oxazolidine ring systems. The dihydroxylation of the methylenetetrahydrofuran moiety with OsO4/NMO (4-methylmorpholine N-oxide) resulted in the formation of a neoisopulegol-based diol in a highly stereoselective reaction. The antimicrobial activity of both the aminoalcohol derivatives and the diol was also explored.
Method for preparing L-menthol by adopting modified homogeneous catalyst
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Paragraph 0038-0040; 0059-0066, (2020/03/09)
The invention discloses a method for preparing L-menthol by adopting a modified homogeneous catalyst. The method comprises the following steps: preparing a modified homogeneous catalyst, preparing isopulegol, preparing D, L-menthol, and preparing L-menthol; wherein a ligand is prepared from 2, 6-dimethylpyridine and a ketone compound by using the modified homogeneous catalyst, the ligand is reacted with alkyl aluminum to obtain an organic aluminum compound, and L-menthol is prepared by chemically inducing chiral resolution of D, L-menthol. According to the method, the organic aluminum compoundis used as the catalyst of the ring-closure reaction of citronellal, so that the yield of isopulegol is increased, the selectivity on product isopulegol is high, and the used organic aluminum catalyst is easy to synthesize, high in stereoselectivity to reaction and easy to crystallize and recover; D, L-menthol is split by a chemical induction method, the method is simple to operate, the reactionyield of each step is high, the reaction conditions are stable, the product cannot be partially racemized, and the product loss is small.
Method for improving optical purity of L-isopulegol through chiral resolution
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, (2019/02/10)
The invention provides a method for improving the optical purity of L-isopulegol through chiral resolution. The method comprises the following steps: putting D,L-isopulegol and a resolution agent L-linalool into a dispersant and an auxiliary agent and reacting for 3 to 4 hours at 70 to 80 DEG C; after cooling to 10 to 25 DEG C, centrifuging and separating to obtain an intermediate L-isopulegol.L-linalool; carrying out alkali analysis on the intermediate; decomposing the intermediate; then carrying out gel chromatography to obtain the high-purity L-isopulegol. The method has the advantages of low raw material cost and low reaction energy consumption and is applicable to large-scale industrialized production.
