Lumi is also not the product the chemical shifts of its NMR differ significantly from those of the product. It should additionally be noted that none of the known products have UV spectra resemble the spectrum of the product15, (note: Tachy and the rearranged product during elution had similar UV spectra). The chemical shifts of the vinyl protons can be seen below. Compound Carbon 6 Carbon 7 Additional Vinyl Hydrogen Shift Hydrogen Shift Proton/Carbon # Product 6.50 6.25 ---------- (acetone-d6) Provitamin 5.45 5.6 ---------- (CDCl3) Previtamin 5.93 5.66 5.46/C9 (CDCl3) Tachysterol 6.25 6.05 5.36/C19 (CDCl3) Lumisterol 6.26 5.92 5.62/C9 (CDCl3) Vitamin D 6.24 6.03 5.05, 4.82/C19 (CDCl3) . Chemical shifts of hydrogen on carbons 6/7 as well as other vinyl hydrogen in the Product, Pro, Pre, Tachy, Lumi, Vitamin D Figure 1. Vitamin D Field UV Spectra14 Isotachysterol (isoTachy) is an isomer of Tachy after the migration of a double bond and has a spectrum quite similar to that of Tachy itself.17 However, the vinyl protons in its NMR spectrum resemble those in our product. This is due to the rearrangement of its double bond resulting in an NMR lacking a third vinyl H
Lumi is also not the product the chemical shifts of its NMR differ significantly from those of the product. It should additionally be noted that none of the known products have UV spectra resemble the spectrum of the product15, (note: Tachy and the rearranged product during elution had similar UV spectra). The chemical shifts of the vinyl protons can be seen below. Compound Carbon 6 Hydrogen Shift Carbon 7 Hydrogen Shift Additional Vinyl Proton/Carbon # Product (acetone-d6) 6.50 6.25 ---------- Provitamin (CDCl3) 5.45 5.6 ---------- Previtamin (CDCl3) 5.93 5.66 5.46/C9 Tachysterol (CDCl3) 6.25 6.05 5.36/C19 Lumisterol (CDCl3) 6.26 5.92 5.62/C9 Vitamin D (CDCl3) 6.24 6.03 5.05, 4.82/C19 . Chemical shifts of hydrogen on carbons 6/7 as well as other vinyl hydrogen in the Product, Pro, Pre, Tachy, Lumi, Vitamin D Figure 1. Vitamin D Field UV Spectra14 Isotachysterol (isoTachy) is an isomer of Tachy after the migration of a double bond and has a spectrum quite similar to that of Tachy itself.17 However, the vinyl protons in its NMR spectrum resemble those in our product. This is due to the rearrangement of its double bond resulting in an NMR lacking a third vinyl H
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