Synthesis of an uncharged cAMP-analogue

Article abstract of DOI:10.1080/15257779508014657

3'-O,5'-N-(N-phenylsulfonyliminocarbonyl)-5'-amino-5'-deoxy adenosine, an uncharged cAMP-analogue was synthesized. This was accomplished by treatment of 5'amino-5'-deoxy-2',3'-O-isopropylidene adenosine with dimethyl N-phenylsulfonyldithiocarbamate. After removal of the isopropylidene protecting group and treatment of the intermediate with benzoyl chloride, cyclisation was carried out in DMF containing 10 equivalents of potassium tert-butoxide. Final deprotection of the adenine moiety was carried out with hydrazine hydrate.

Full text of DOI:10.1080/15257779508014657

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Nucleosides and Nucleotides
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Synthesis of an Uncharged cAMP-
Analogue
G. Ceulemans a , F. Vandendriessche a , J. Rozenski a & P.
Herdewijn a
a Rega Institute for Medical Research, Laboratory of
Medicinal Chemistry, Katholieke Universiteit Leuven ,
Minderbroedersstraat 10, B-3000, Leuven, Belgium
Published online: 24 Sep 2006.
To cite this article: G. Ceulemans , F. Vandendriessche , J. Rozenski & P. Herdewijn (1995)
Synthesis of an Uncharged cAMP-Analogue, Nucleosides and Nucleotides, 14:1-2, 117-127, DOI:
10.1080/15257779508014657
To link to this article: http://dx.doi.org/10.1080/15257779508014657
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