Studies on Stereochemistry of Adenosine 3', 5'-Cycloalkylphosphonate

Chem. J. Chinese Universities ›› 1993, Vol. 14 ›› Issue (6): 795.

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Studies on Stereochemistry of Adenosine 3', 5'-Cycloalkylphosphonate

YANG Xian-Bin, CHEN Xin, WANG Chun-Guang, ZHANG Li-He

National Research Labaratorits of Natural and Biominetic Drngs.Reijing Medical University, Beijing, 100083

Received:1992-09-25 Revised:1993-02-18 Online:1993-06-24 Published:1993-06-24

Abstract

Abstract: The configuration of phosphorus in2'-toluenesulfonyl-adenosine-;3',5,'-cydlc methyl phos-phonate (Ⅰ) and cyciic-R-butylphosphonate (Ⅰ) were determined by using NOEtechnique, The data indicate that they are Sforms.The conformations of cyeloalkylphosphonate moieties were identified by two dimension HOM2 DJspectroscopy which shows that there exists an equilibrium between chair and twist forms in the solution.The population of chair conformation is higher than that of twist conformation and the ratio increased with increase of the polarity of solvent and temperature.The main hydrolysates of Ⅰ and Ⅱ in NH₄OHand CH₃OHare derivatives of nucleoside 5'-alkylphosphonate.

Key words: Adenosine 3',5'-cycloalkylphosphonate, Stereochemistry, Two-demension NMR

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YANG Xian-Bin, CHEN Xin, WANG Chun-Guang, ZHANG Li-He . Studies on Stereochemistry of Adenosine 3', 5'-Cycloalkylphosphonate[J]. Chem. J. Chinese Universities, 1993, 14(6): 795.

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Studies on Stereochemistry of Adenosine 3', 5'-Cycloalkylphosphonate

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