Journal of Organic Chemistry p. 4937 - 4940 (1982)
Update date:2022-09-26
Topics:
Takaku, Hiroshi
Kamaike, Kazuo
Kasuga, Kenichi
A new phosphorylating agent, bis(5-chloro-8-quinolyl) phosphate was found to be a useful agent for the phosphorylation of the 5'-hydroxyl group of unprotected nucleosides.This agent smoothly reacts with 3',5',-unprotected nucleosides in the presence of 8-quinolinesulfonyl tetrazolide (QS-t) to give the corresponding bis(5-chloro-8-quinolyl) nucleoside 5'-phosphates in good yields without 3'-mono- and 3',5'-diphosphorylated products.They are key intermediates for the synthesis of oligoribonucleotides bearing 5'-terminal phosphate.Zinc chloride can be used as an effective and mild agent for removal of 5-chloro-8-quinolyl group.
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