Simultaneous Synthesis of Vitamins D₂, D₄, D₅, D₆, and D₇ from Commercially Available Phytosterol, β-Sitosterol, and Identification of Each Vitamin D by HSQC NMR

We succeeded in simultaneously synthesizing the vitamin D family, vitamins D₂, D₄, D₅, D₆, and D₇, from β-sitosterol, which is sold as a commercially available reagent from Tokyo Chemical Industry Co., Ltd. It is officially sold as a mixture of four phytosterols {β-sitosterol (40−45%), campesterol (20−30%), stigmasterol, and brassicasterol}. Owing to this, we anticipated that, using this reagent, various vitamin D analogs could be synthesized simultaneously. We also synthesized vitamin D₃ from pure cholesterol and analyzed and compared all vitamin D analogs (D₂, D₃, D₄, D₅, D₆, and D₇) by HSQC NMR. We succeeded in clearly demonstrating the difference in the NMR chemical shifts for each vitamin D analog.

Abstract licence: CC BY

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