Nucleosides LXXXIX. Synthesis of 1-(2-chloro-2-deoxy-alpha- and -beta-D-arabinofuranosyl)cytosines. |
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| Authors: | G Ritzmann R S Klein D H Hollenberg J J Fox |
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| Affiliation: | Memorial Sloan-Kettering Cancer Center, Sloan-Kettering Institute, Sloan-Kettering Division of Graduate School of Medical Sciences, Cornell University, New York, N. Y. 10021 U.S.A. |
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| Abstract: | 1-(2-Chloro-2-deoxy-beta-D-arabinofuranosyl)cytosine (16) and its alpha anomer (18) were synthesized by direct condensation of 3,5-di-O-acetyl-2-chloro-2-deoxy-alpha-D-arabinofuranosyl bromide with trimethylsilylated N-4-acetylcytosine in the absence of catalyst. A new and convenient method for the synthesis of 1,3,5-tri-O-acetyl-2-chloro-2-deoxy-alpha-D-arabinofuranose from methyl 3,5-di-O-benzyl-alpha,beta-D-ribofuranoside is described. |
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