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- W2024973512 abstract "Acylation on the 5î-position of 2î-O-methoxytetrahydropyranyl ribonucleosides la (B=U) and 2a (B=Aan) with levulinic acid, followed by phosphorylation of the 3î-hydroxy function with the monofunctional phosphorylating agent 2,2,2-trichloroethyl 2-chlorophenyl phosphoro-chloridate (3), afforded the fully-protected mononucleotides 4a and 5a, respectively, in reasonable yields. The latter compounds were key-intermediates in the synthesis of fully-protected tetradecaribonucleotide 15a. The preparation of tetradecamer 15a was achieved by using two specific deblocking procedures, i.e. (a) zinc in pyridine/2,4,6-triisopropylbenzenesulfonic acid to cleave the 2,2,2-trichloroethyl group and (b) hydrazine in pyridine/acetic acid for the rapid and selective removal of the levulinyl group. Deblocking of the 2-chlorophenyl groups from 15a was successfully accomplished by the action of fluoride ion. Attention is directed to anomalous reactions occurring with the use of this deblocking reagent." @default.
- W2024973512 created "2016-06-24" @default.
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- W2024973512 date "2010-09-02" @default.
- W2024973512 modified "2023-10-17" @default.
- W2024973512 title "The application of levulinic acid as protective group to the synthesis of tetradecaribonucleotide U-A-U-A-U-A-U-A-U-A-U-A-U-A via the modified phosphotriester method" @default.
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- W2024973512 doi "https://doi.org/10.1002/recl.19780970305" @default.
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