Invention Grant
US07803955B2 Method for preparing 2,5,7,8-tetramethyl-2-(2′-carboxyethyl)-6-acetoxychroman-precursor- α-CEHC precursor
失效
制备2,5,7,8-四甲基-2-(2'-羧乙基)-6-乙酰氧基苯并二氢吡喃前体-α-CEHC前体的方法
- Patent Title: Method for preparing 2,5,7,8-tetramethyl-2-(2′-carboxyethyl)-6-acetoxychroman-precursor- α-CEHC precursor
- Patent Title (中): 制备2,5,7,8-四甲基-2-(2'-羧乙基)-6-乙酰氧基苯并二氢吡喃前体-α-CEHC前体的方法
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Application No.: US11921248Application Date: 2006-06-15
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Publication No.: US07803955B2Publication Date: 2010-09-28
- Inventor: Anna Yulievna Spivak , Viktor Nikolaevich Odinokov , Oxana Valerievna Knyshenko
- Applicant: Anna Yulievna Spivak , Viktor Nikolaevich Odinokov , Oxana Valerievna Knyshenko
- Applicant Address: RU Bashkortostan
- Assignee: Institut Neftekhimii I Kataliza Ran
- Current Assignee: Institut Neftekhimii I Kataliza Ran
- Current Assignee Address: RU Bashkortostan
- Agency: Ladas and Parry LLP
- Priority: RU2005118733 20050616
- International Application: PCT/RU2006/000309 WO 20060615
- International Announcement: WO2006/135278 WO 20061221
- Main IPC: C07D311/58
- IPC: C07D311/58

Abstract:
The contemplated invention relates to the field of synthesis of biologically active substances, namely to the synthesis of an acetate derivative of the main water-soluble α-tocopherol metabolite known under the name of α-CEHC, which is prepared by the acid-catalyzed reaction of condensation of trimethyl hydroquinone with linalool in boiling octane, using n-toluenesulfonic acid or (+)-camphor-10-sulfonic acid as the catalyst. The reaction is carried out for 3 hours at the trimethyl hydroquinone:linalool:catalyst mole ratio of 1:1:0.1. The forming product is acetylated with acetic anhydride in pyridine at room temperature for 0.5 hour, and then ozonized in acetone in the presence of Ba(OH)2, oxidized with Jones' reagent in acetone, and isolated on silica gel column chromatography.Said compound is an acetate derivative of the main α-tocopherol metabolite—α-CEHC, for which high efficiency has been noted in treating disorders of the central nervous system.
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