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Synthesis of functionalized alkoxyalkylidene gem-bisphosphonates

Authors :
Bernard Corbel
Hélène Couthon-Gourvès
Paul-Alain Jaffrès
Alan Le Goff
Jean-Pierre Haelters
Gaëlle Simon
Chimie, Electrochimie Moléculaires et Chimie Analytique (CEMCA)
Institut Brestois Santé Agro Matière (IBSAM)
Université de Brest (UBO)-Université de Brest (UBO)-Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)
Source :
Tetrahedron, Tetrahedron, Elsevier, 2008, 64 (27), pp.6537-6543. ⟨10.1016/j.tet.2008.04.052⟩
Publication Year :
2008
Publisher :
Elsevier BV, 2008.

Abstract

International audience; We report the synthesis of a series of new functionalized bisphosphonates and bisphosphonic acids with an alkoxy group fixed at the geminal carbon, which is proposed to increase their lipophilicity and so their bioavailability. Subsequently, the alkylation of these alkoxy bisphosphonates with allyl bromide is reported. The reactivity of the allyl group has been studied to give access to alkoxy bisphosphonates functionalized by diverse groups including alcohol, aldehyde, carboxylic acid, epoxide and amine.

Details

ISSN :
00404020
Volume :
64
Database :
OpenAIRE
Journal :
Tetrahedron
Accession number :
edsair.doi.dedup.....235c2c7ec47cf99d1fe66ce58551465c
Full Text :
https://doi.org/10.1016/j.tet.2008.04.052