A novel method for deuteration of 2′-deoxy-4′-thionucleosides
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Add time:07/26/2019 Source:sciencedirect.com
Oxidation of 2′-deoxy-5-ethyl-4′-thiouridine with sodium meta-periodate yielded a separable mixture of (R) and(S)-sulfoxides. The structure of the (R)-sulfoxide was confirmed by X-ray analysis. When treated with sodium deuteroxide, the H-4′ proton was exchanged for deuterium with epimerisation at C-4′. Treatment of the deuteriated sulfoxide nucleoside with TFA/TMSBr furnished the starting material with H-4′ replaced by deuterium.
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