Alternative route towards the convergent synthesis of a human purine nucleoside phosphorylase inhibitor—forodesine HCl

Forodesine HCl is currently being investigated as a potential therapeutic target for the control of T-cell proliferation. Herein we present an alternative route for the synthesis of the target molecule. Forodesine HCl is being investigated as a potential target for the control of T-cell proliferatio...

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Bibliographic Details
Published inTetrahedron letters Vol. 50; no. 37; pp. 5198 - 5200
Main Authors Kamath, Vivekanand P., Xue, Jie, Juarez-Brambila, Jesus J., Morris, Philip E.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 16.09.2009
Elsevier
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
TRANSITION-STATE
N-RIBOSIDE HYDROLASES
PYROGLUTAMIC ACID
STATE ANALOG INHIBITORS
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Summary:Forodesine HCl is currently being investigated as a potential therapeutic target for the control of T-cell proliferation. Herein we present an alternative route for the synthesis of the target molecule. Forodesine HCl is being investigated as a potential target for the control of T-cell proliferation. Herein we present an alternative route for the synthesis of the target molecule with addition of lactam to the lithiated deazahypoxanthine (generated in situ). The lactam was synthesized in five steps starting from l-pyroglutamic acid.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2009.06.137