PROCEDE DE FABRICATION DE 2,5,7,8–TETRAMETHYL–2–(2'–CARBOXYETHYL)–6–ACETOXYCHROMANA–PREDECESSEUR DE $G(A)–CEHC
| N° de brevet: |
EP1897874 (A1) |
| Date de publication: |
2008-03-12 |
| Inventeur(s): |
SPIVAK ANNA YULIEVNA [RU];ODINOKOV VIKTOR NIKOLAEVICH [RU];KNYSHENKO OXANA VALERIEVNA [RU]; |
| Demandeur(s): |
INST NEFTEKHIMII I KATALIZA RA [RU]; |
| Classification: |
C07D311/72; |
| N° de demande: |
EP20060769547 20060615 |
| Numéro(s) de priorité: |
WO2006RU00309 20060615;RU20050118733 20050616 |
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 ±-tocopherol metabolite known under the name of ±-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 ±-tocopherol metabolite - ±-CEHC, for which high efficiency has been noted in treating disorders of the central nervous system.
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