Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Organic Phosphates. XIX. A Novel Phosphorylation of Nucleosides and Related Compounds with Hydrobenzoin Cyclic Phosphate activated by Diphenyl Phosphorochloridate
浮田 忠之進井村 伸正長沢 金蔵相見 則郎
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1962 年 10 巻 11 号 p. 1113-1118

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Hydrobenzoin cyclic phosphate, diphenyl phosphorochloridate, and tributylamine were reacted with several hydroxylic compounds (ROH) at 37°for 24-50 hours and the resulting phosphotriesters of type_??_were hydrolyzed to phosphodiesters (esters of 1, 2-diphenyl-2-hydroxyethyl phosphate) which were catalytically hydrogenated to liberate hydrobenzoin moiety and gave the phosphoryl esters of the hydroxylic compounds used.
The reaction was applied to butanol, methyl ribofuranoside to detect the corresponding phosphates. And the method was used for the preparative phosphorylation of methyl 2, 3-O-isopropylideneribofuranoside, 2', 3'-O-isopropylideneuridine and 5'-O-trityluridine.
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© The Pharmaceutical Society of Japan
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