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- W2949277611 abstract "Photoaffinity analogues of α-tocopherol have been prepared by substituting photosensitive functional groups at either the terminus of an alkyl chain of varying length mimicking the phytyl tail or on C-3 of the chroman portion of tocopherol. The alkyl chain-modified compounds 2a−d contain a hexyl to nonyl alkyl chain extending from C-2 of the chroman, terminating in a tetrafluoroazidobenzyloxy group. These compounds were prepared starting from the commercially available Trolox acid 4, followed by esterification, protection, and reduction to the silyl-protected Trolox aldehyde 7, which was coupled using Wittig chemistry to different ω-hydroxyphosphonium bromides. Reduction of the alkene product, coupling with p-azidotetrafluorobenzyl bromide, and deprotection of the phenolic silyl group gave compounds 2a−d in excellent yields. Chroman-functionalized photoaffinity labels were synthesized starting from the protected tocopherol chromene 16b which was a key intermediate for preparation of a 3-hydroxy derivative..." @default.
- W2949277611 created "2019-06-27" @default.
- W2949277611 creator A5016161444 @default.
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- W2949277611 date "2010-06-03" @default.
- W2949277611 modified "2023-09-26" @default.
- W2949277611 title "ChemInform Abstract: Synthesis of Phytyl- and Chroman-Derivatized Photoaffinity Labels Based on α-Tocopherol." @default.
- W2949277611 cites W2055064297 @default.
- W2949277611 doi "https://doi.org/10.1002/chin.200035116" @default.
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