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New cyclobutyl analogs of adenosine and guanosine. Part 1 . Synthesis of the 9‐[3,3‐bis(hydroxymethyl)cyclobutyl]purine nucleoside analogs
Author(s) -
Boumchita Hassane,
Legraverend Michel,
Bisagni Emile,
Huel Christiane
Publication year - 1990
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570270655
Subject(s) - chemistry , guanosine , purine , nucleoside , stereochemistry , adenosine , cyclobutane , lithium aluminium hydride , medicinal chemistry , biochemistry , organic chemistry , enzyme , ring (chemistry)
The synthesis of 1‐amino‐3,3‐bis(benzyloxymethyl)cyclobutane has been performed from 3,3‐bis(benzyloxymethyl)cyclobutanone, via the corresponding oxime which was reduced with lithium aluminum hydride. The amine thus obtained led to two new cyclobutyl analogs of adenosine and guanosine which were devoid of antiviral activity against HSV‐1, HCMV and HIV in cell culture.