Syntheses of phosphonic esters of alendronate, pamidronate and neridronate

…, N Bouchemal, T Prangé, M Lecouvey

Index: Guenin, Erwann; Monteil, Maelle; Bouchemal, Nadia; Prange, Thierry; Lecouvey, Marc European Journal of Organic Chemistry, 2007 , # 20 p. 3380 - 3391

Full Text: HTML

Citation Number: 29

Abstract

Abstract Several synthetic pathways for obtaining phosphonic esters of the amino bisphosphonic acids (NBPs) pamidronate, alendronate and neridronate were investigated. The general guideline was to react N-protected amino acids activated as phthalimide esters or as acyl chlorides. Succinimide esters were found less reactive and quickly abandoned. γ- Lactam formation arises when starting from Boc-or Cbz-protected amino acids. The ...

Related Articles:

A convenient allylsilane-N-acyliminium route toward 5-alkylindolizidines. Diastereoselective synthesis of (±)-indolizidine 167B

[Peroche, Sandrine; Remuson, Roland; Gelas-Mialhe, Yvonne; Gramain, Jean-Claude Tetrahedron Letters, 2001 , vol. 42, # 28 p. 4617 - 4619]

A facile approach to trans-4, 5-pyrrolidine lactam and application in the synthesis of nemonapride and streptopyrrolidine

[Huang, Wei; Ma, Jing-Yi; Yuan, Mu; Xu, Long-Fei; Wei, Bang-Guo Tetrahedron, 2011 , vol. 67, # 40 p. 7829 - 7837]

Synthesis of bicyclic guanidines from pyrrolidin-2-one

[Louwrier, Saskia; Tuynman, Antonin; Hiemstra, Henk Tetrahedron, 1996 , vol. 52, # 7 p. 2629 - 2646]

More Articles...