Directly Regioselective Protection of Secondary Hydroxyl Group on Ribosides in Aqueous Solution | Zendy

Xu Ruigang | Zendy; Liu Fei | Zendy; Liu Yingju | Zendy; Chen Beiqing | Zendy; Liu FengWu | Zendy

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Directly Regioselective Protection of Secondary Hydroxyl Group on Ribosides in Aqueous Solution

Author(s) -

Xu Ruigang,

Liu Fei,

Liu Yingju,

Chen Beiqing,

Liu FengWu

Publication year - 2013

Publication title -

chinese journal of chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.28

H-Index - 41

eISSN - 1614-7065

pISSN - 1001-604X

DOI - 10.1002/cjoc.201300045

Subject(s) - chemistry , moiety , aqueous solution , regioselectivity , aglycone , chloride , organic chemistry , selectivity , riboside , combinatorial chemistry , medicinal chemistry , catalysis , glycoside , biochemistry

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 Na 2 CO 3 in aqueous CH 3 CN. 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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