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Synthesis of deuterated isoflavone disulfates

✍ Scribed by Otto Soidinsalo; Kristiina Wähälä


Publisher
John Wiley and Sons
Year
2006
Tongue
French
Weight
122 KB
Volume
49
Category
Article
ISSN
0022-2135

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✦ Synopsis


Abstract

Efficient synthesis of polydeuterated di‐O‐sulfates of three isoflavones, daidzein (1), genistein (2), glycitein (3), is described. The isoflavones were first deuterated with CF~3~COOD under microwave irradiation to yield daidzein‐d~6~ (4), genistein‐d~4~ (5) and glycitein‐d~6~ (6) in 90% yield and in a high isotopic purity. The deuterated isoflavones were then sulfated with chlorosulfonic acid and pyridine to give the title compounds, again in high yield and isotopic purity (>90%). The compounds are useful as internal standards in LC‐MS quantitation of isoflavones. Copyright © 2006 John Wiley & Sons, Ltd.


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