344396-17-4Relevant articles and documents
Industrial preparation method of 3,5-dimethoxy-4-alkylbenzyl alcohol
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Paragraph 0005; 0021, (2021/05/29)
The invention discloses an industrial preparation method of 3,5-dimethoxy-4-alkylbenzyl alcohol, belonging to the technical field of organic synthesis. According to the method, isopropyl chloride or isopropyl alcohol p-toluenesulfonate is selected, and isopropyl alcohol p-toluenesulfonate is directly subjected to Friedel-Crafts alkylation under the action of triethylamine hydrochloride ionic liquid serving as both a solvent and a catalyst; after the above reaction is finished, an organic solvent, such as methyl tert-butyl ether, is used for direct extraction and liquid separation, and the ionic liquid can be used repeatedly; sodium borohydride is directly used for reducing acyl imidazole obtained by subjecting isopropyl ester obtained in the previous stepto exchanging with imidazole in an aqueous tetrahydrofuran solution mildly (under the condition of 0-30 DEG C and without adding a catalyst); and after reduction is completed, a reduction product is directly poured into strong alkali solution with a concentration of 1-6 mol/L for quenching, and an organic phase is separated, so the 3,5-dimethoxy-4-alkylbenzyl alcohol is obtained safely and environmentally. The method is convenient and safe to operate, greatly reduces the problem of environmental pollution, and is suitable for industrial production.
Efficient synthesis of sterically hindered arenes bearing acyclic secondary alkyl groups by suzuki-miyaura cross-couplings
Li, Chengxi,Chen, Tianyu,Li, Bowen,Xiao, Guolan,Tang, Wenjun
supporting information, p. 3792 - 3796 (2015/03/18)
Bulky P,P-O ligands were designed to inhibit isomerization and reduction side reactions during the cross coupling between sterically hindered aryl halides and alkylboronic acids. Suzuki-Miyaura cross-couplings between di-ortho-substituted aryl bromides and acyclic secondary alkylboronic acids have been achieved with high yields. The method has also enabled the preparation of ortho-alkoxy di-ortho-substituted arenes bearing isopropyl groups in excellent yields. The utility of the synthetic method has been demonstrated in a late-stage modification of estrone and in the application to a new synthetic route toward gossypol. No side reaction: The shown bulky P,P-O ligands (right) successfully inhibit isomerization and reduction side reactions of the cross-coupling of sterically hindered substrates such as di-ortho-substituted aryl bromides with acyclic secondary alkylboronic acids. The method also allows the preparation of ortho-alkoxy di-ortho-substituted isopropyl arenes in excellent yields.
LIPIDS AND LIPID COMPOSITIONS FOR THE DELIVERY OF ACTIVE AGENTS
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, (2014/09/29)
This invention provides for a compound of formula (I): or a pharmaceutically acceptable salt thereof, wherein R1–R4, L and X are defined herein. The compounds of formula (I) and pharmaceutically acceptable salts thereof are cationic lipids useful in the delivery of biologically active agents to cells and tissues.