Methods for chiral resolution of trolox
AssigneeBioelectron Technology Corporation
InventorsPaul MOLLARD, Peter GIANNOUSIS, Mahmoud MIRMEHRABI, Hekla ALITE, Aniruddh SINGH
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Abstract
The invention relates to methods of separating Trolox isomers (R)-Trolox and (S)-Trolox, comprising: (a) contacting a mixture of (R) and (S)-Trolox with a resolving agent selected from the group consisting of (1S,2S)-(+)-Pseudoephedrine, (R)-(+)-2-Amino-3-phenyl-1-propanol, (1R,2R)-(−)-Pseudoephedrine, and (S)-(−)-2-Amino-3-phenyl-1-propanol, wherein the resolving agent forms a solid salt with one of (R)-Trolox and (S)-Trolox, and substantially does not form a solid salt with the other; and (b) separating the solid salt from the Trolox isomer that did not form the solid salt with the resolving agent.
Claims34
A method of separating Trolox isomers (R)-Trolox and (S)-Trolox, comprising:
- (a) contacting a mixture of (R) and (S)-Trolox with a resolving agent selected from the group consisting of (1S,2S)-(+)-Pseudoephedrine, (R)-(+)-2-Amino-3-phenyl-1-propanol, (1R,2R)-(−)-Pseudoephedrine, and (S)-(+2-Amino-3-phenyl-1-propanol, wherein the resolving agent forms a solid salt with one of (R)-Trolox and (S)-Trolox, and substantially does not form a solid salt with the other;
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- (b) separating the solid salt from the Trolox isomer that did not form the solid salt with the resolving agent.
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A compound (R)-Trolox (1S,2S)-(+)-Pseudoephedrine salt or (R)-Trolox (R)-(+)-2-Amino-3-phenyl-1-propanol salt.
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A compound (S)-Trolox (1R,2R)-(−)-Pseudoephedrine salt or (S)-Trolox (S)-(−)-2-Amino-3-phenyl-1-propanol salt.
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Dependencies are inferred from the claim text.