252663-99-3Relevant academic research and scientific papers
Synthetic approaches to biologically active bisphosphonates and phosphonocarboxylates
McKenna, Charles E.,Kashemirov, Boris A.,Li, Zeng-Min
, p. 313 - 316 (1999)
Some current and potential therapeutic uses of bisphosphonates and phosphonocarboxylates are summarized. The feasibility of synthesizing α-hydroxy α-alkyl/aryl methyl-enebisphosphonates via Grignard addition to tetraalkyl carbonylbisphosphonates 6 is demonstrated, and a new synthesis of 6 under very mild conditions is described.
Alpha-HYDROXY, alpha-SUBSTITUTED METHYLENEBISPHOSPHONATES AND PHOSPHONOACETATES
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Page/Page column 3-4; 6; 10, (2008/12/08)
The present invention relates to a method for preparing α-hydroxy, α-substituted methylenebisphosphonates and phosphonoacetates via addition of Grignard or organoindium reagents to tetraalkyl carbonylbisphosphonates and trialkyl carbonylphosphonoacetates.
Preparation and use of alpha -Keto Bisphosphonates
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, (2008/06/13)
A unique method for the synthesis of substantially pure alpha -keto bisphosphonate esters and the usage of these esters in reactions with C, N, O, or P nucleophiles for synthesis of alpha -functionalized bisphosphonates. The method starts with a reaction mixture formed of an alpha -diazo methanediphosphonate ester, including tert-butylchlorite, a polar aprotic organic solvent, and an effective amount of water. After synthesis is complete, a water trapping reagent may be added to remove any excess water. The present invention provides a versatile pathway to new alpha -substituted bisphosphonate derivatives and could be readily adapted to combinatorial drug discovery synthetic strategies. The alpha -keto bisphosphonate esters can be converted to the corresponding acids by acid hydrolysis or mild silyldealkylation.
