83057-18-5Relevant academic research and scientific papers
Synthesis of α-tocopherol analogues
Suarna, Cacang,Dean, Roger T.,Southwell-Keely, Peter T.
, p. 1129 - 1135 (2007/10/03)
A range of α-tocopherol analogues of varying side-chain length and structure has been prepared by the Wittig reaction of alkyltriphenylphosphonium bromides with either 6-benzyloxy-2,5,7,8-tetramethylchroman-2-carbaldehyde (8) or 6-acetoxy-2,5,7,8,-tetramethylchroman-2-carbaldehyde (14). These analogues include 2-hexyl-2,5,7,8-tetramethylchroman-6-ol (11), 2-heptyl-2,5,7,8-tetramethylchroman-6-ol (12) and 2,5,7,8-tetramethyl-2-(pent-l-enyl)chroman-6-ol (15). Methoxycarbonylmethyl 6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylate (2) was formed by reaction of the triethylammonium salt of trolox (1) with methyl bromoacetate. Reaction of methoxycarbonylmethyltriphenylphosphonium bromide (16) with (8) did not produce the expected methyl 3-(6-benzyloxy-2,5,7,8-tetramethylchroman-2-yl)prop-2-enoate (17), but rather 4-(6-benzyloxy-2,5,7,8-tetramethylchroman-2-yl)but-3-en-2-one (22). A proposed mechanism for this unusual reaction is discussed.
Chroman derivatives and their preparation
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, (2008/06/13)
Chroman derivatives of the general formula I STR1 where A--B is --CH2 --CH2 --(Ia), --CH=CH--(Ib), --CHOH--CH2 --(Ic) or --CO--CH2 --(Id), R1 is --CH2 --O--R' or STR2 where R' is C1/s
