A New and Convenient Synthesis of 1-O-Acetyl-2, 3, 5-tri-O-benzoyl-β-D-ribofuranose from Guanosine ; Some Observations on Solvolysis of 2', 3', 5'-Tri-O-benzoylguanosine

doi:10.1248/CPB.8.380

Paper

A New and Convenient Synthesis of 1-O-Acetyl-2, 3, 5-tri-O-benzoyl-β-D-ribofuranose from Guanosine ; Some Observations on Solvolysis of 2', 3', 5'-Tri-O-benzoylguanosine

Published May 25, 1960 · F. Ishikawa, A. Nomura, T. Ueda

Chemical & Pharmaceutical Bulletin

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Abstract

Acetolysis of 2', 3', 5'-tri-O-benzoylguanosine with glacial acetic acid, acetic anhydride, and sulfuric acid gave rise to 1-O-acetyl-2, 3, 5-tri-O-benzoyl-β-D-ribofuranose in a fairly good yield (overall yield from guanosine was 50%). This method will afford a most convenient procedure for preparing 1-O-acetyl-2, 3, 5-tri-O-benzoyl-β-D-ribofuranose which is a key intermediate in the synthesis of ribonucleosides and ribonucleotides. The direct acetolysis is one of the rare cases in which N-glycosides are easily acetolyzed without cleavage of the furanoside ring. Some observations on hydrolysis and acetolysis of 2', 3', 5'-tri-O-benzoylguanosine were also described.

Study Snapshot

Acetolysis of 2', 3', 5'-tri-O-benzoylguanosine with glacial acetic acid, acetic anhydride, and sulfuric acid provides a convenient method for preparing 1-O-acetyl-2,3,5-tri-O-benzo

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

A New and Convenient Synthesis of 1-O-Acetyl-2, 3, 5-tri-O-benzoyl-β-D-ribofuranose from Guanosine ; Some Observations on Solvolysis of 2', 3', 5'-Tri-O-benzoylguanosine

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