Directly Regioselective Protection of Secondary Hydroxyl Group on Ribosides in Aqueous Solution |
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Authors: | Ruigang Xu Fei Liu Yingju Liu Beiqing Chen Feng-Wu Liu |
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Institution: | School of Pharmaceutical Sciences, Zhengzhou University, Zhengzhou, Henan 450001, China |
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Abstract: | Selective benzoylation of secondary hydroxyl on sugar moiety of various ribosides including N‐ribosides, O‐ribosides and 2′‐deoxy‐N‐riboside was investigated by using benzoyl chloride and Na2CO3 in aqueous CH3CN. The influence of the aglycone and sugar moiety on the selectivity of benzoylation was discussed as well. A most efficient method for preparation of 2′,3′‐O‐dibenzoylnucleosides was developed. |
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Keywords: | selective benzoylation ribosides deoxyribosides secondary hydroxyl group protection |
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