[94] Preparation of nucleotides and derivatives

作者: Michael Smith , H.G. Khorana

DOI: 10.1016/0076-6879(63)06234-0

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摘要: Publisher Summary This chapter discusses the preparation of nucleotides and derivatives. The preparations simpler mononucleotides derivatives include those p -nitrophenyl esters thymidine 3′-phosphate 5′-phosphate, ribonucleoside cyclic 2′,3′-phosphates, 3′,5′-phosphates. 8-Cyanoethyl phosphate on activation with dicyclohexylcarbodiimide gives a new exceedingly powerful phosphorylating agent. Finely powdered anhydrous sodium -nitrophenoxide is added slowly stirring to phosphorus oxychloride contained in flask equipped reflux condenser cooled an ice-salt bath. A solution 5′- O -tritylthymidine dioxane dropwise, exclusion moisture, magnetically stirred p-nitrophenyl phosphorodichloridate dry pyridine. Thymidine 5′-phosphate esterified -nitrophenol treatment presence triethylamine. ester isolated as its salt 70% yield after partition chromatography cellulose. 2′ (3′)-phosphate reacted resultant calcium salt.

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