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Efficient two-step synthesis of methylphytylbenzoquinones: precursor intermediates in the biosynthesis of vitamin E

✍ Scribed by Satyamaheshwar Peddibhotla; Zigang Cheng; Dean DellaPenna; Jetze J. Tepe

Publisher
Elsevier Science
Year
2003
Tongue
French
Weight
158 KB
Volume
44
Category
Article
ISSN
0040-4039

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✦ Synopsis

Methylphytylbenzoquinone was synthesized from d-tocopherol by a simple two-step sequence. Oxidative cleavage of the benzopyran ring with cerium sulfate followed by dehydration using Burgess reagent afforded the methylphytylbenzoquinone as a mixture of positional and geometric isomers which were separated by HPLC. The biological activity of the product corresponds to the natural biosynthetic precursor of vitamin E. The above method is a general procedure applicable to the preparation of any of the tocopherol derivatives.

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