Chemistry of Nucleosides and Nucleotides: Volume 3 by Maria N. Preobrazhenskaya, Ilya A. Korbukh (auth.), Leroy B. PDF

By Maria N. Preobrazhenskaya, Ilya A. Korbukh (auth.), Leroy B. Townsend (eds.)

ISBN-10: 1475796676

ISBN-13: 9781475796674

ISBN-10: 1475796692

ISBN-13: 9781475796698

This 3rd of 4 volumes maintains the paintings of its well-received predecessors by way of supplying finished articles on particular traces of study. All volumes are written with medicinal chemists, natural chemists, actual chemists, and organic chemists in brain. also, with the spate of modern examine at the anticancer, antiviral, and antiparasitic houses of nucleosides and nucleotides, the volumes will curiosity oncologists, virologists, and pharmacologists.

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Extra info for Chemistry of Nucleosides and Nucleotides: Volume 3

Example text

Gly = 4-thio-p-n-ribofuranosyl. + X N-N JL---( +)lj( N.... " p-D-Araf P-D-Glep P-D-Ribf P-D-Ribf P-D-Ribf P-D-Ribf p-D-deRibf P-D-Ribf P-D-Ribf 'IA, fusion method; B, trimethylsilyl method; Y r Gly H X N.... X 1, II 1 1, II 1 1, II 1 1, II 1 1 1, II 1 1, II 1, II 1 1 1, II 1, II, III 1 1, II 1, II 1 1 1, II 1, II I, II 1 1, III 1 II II 1, II 1, II 1, Il 1 Method of synthesis O B A,B B B A B B A,D A B C A, B A A,B A, D A A A A C B A A A A B A, B A, B B,D D c: B A B A B A A Y Refs. 158, 159 159-161 162 162 162 162 162 162, 163 162 162 164 165 166 161, 167, 168 162, 163 162 162 169 158 170 171 172, 173 172, 173 172, 173 172, 173 174 175 175 175 175 176 158 177 177 177 178 177 158 e, mercury cyanîde-acetonitrile mcthod; D, metallic Pyrrole, Pyrazole, and Triazole Nucleosides 51 Table V.

6 10 Catalyst a A E B C E A B D A II Refs. 134, 135 134, 135 136 132 143 143 143 141 147 "A, iodine; B, bis (p- ni trophenyl) phosphate; C, dibromoacetic acid; D, p-toluenesulfonic acid; E, noncatalytic fusion. bA mixture of anomers was obtained. Maria N. Preobrazhenskaya and Ilya A. Korbukh 52 Table VII. 5-tri-O-acyl-~-D-ribofuranosyl x C0 2 Me CN CN N0 2 F CI Br 1 SCH 2 Ph CN C0 2 Me y (;0 1 H H H H H H H H H H CI 79 80 66 88 47 54 48 44 48 84' 33 b (>0 II Catalyst Refs. O 160 167 167 158 173 173 173 173 175 178 178 A A 6 C C B B B B 21 15 35 A A A 22' "A, bis(p-nitrophenyl)phosphate; B, acidic catalyst; e, nOJlcatalytic fusion.

The apparent reason for this is that the aromatic tricyclic harmane system presents more steric hindrance to the syn-anti transformations than the harmalane system because of noncoplanarity of the tetrahydropypridine ring. N ~ AcO AcO ~ H3C N AcO AcO .. 6. J"dole Nucleotides The indole nucleotide 166 has been synthesized from 1-(2,3-di-O-acetyl-p-Dribofuranosyl)indole (85) through the 5-0-diphenylphosphate derivative (167). Treatment of 167) with sodium methoxide or alkali solutions provided the deacetylated mono(168) and diphenylphosphate derivatives (169).

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Chemistry of Nucleosides and Nucleotides: Volume 3 by Maria N. Preobrazhenskaya, Ilya A. Korbukh (auth.), Leroy B. Townsend (eds.)


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