346722-80-3

Upstream product

• 67-56-1 methanol 
• 50-00-0 formaldehyd 
• 133918-47-5 tetrabenzyl methylenediphosphonate 
• 100-51-6 benzyl alcohol 

Downstream Products

• 346722-74-5 4,4-Bis-(bis-benzyloxy-phosphoryl)-butyric acid (8R,9S,13S,14S,17S)-3-benzyloxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-yl ester 
• 346722-73-4 4,4-Bis-(bis-benzyloxy-phosphoryl)-butyric acid (3S,5S,8R,9S,10S,13S,14S)-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester 
• 346722-71-2 tetrabenzyl 2-(2,2-dimethyl-1,3-dioxane-4,6-dione)ethylene bisphosphonate 
• 425620-75-3 [2-(bis-benzyloxy-phosphoryl)-oxiranyl]-phosphonic acid dibenzyl ester 
• 346722-70-1 tetrabenzyl ethylidene 1,1-bisphosphonate 

Relevant academic research and scientific papers

Simple synthesis of oxiranylidene-2,2-bis(phosphonic acid): Tetrabenzyl geminal bisphosphonate esters as useful intermediates

Tetrabenzyl geminal bisphosphonate esters are shown to be useful synthetic equivalents of 1,1-bis(phosphonic acid)s which may be easily functionalized at the central carbon atom without phosphonate ester hydrolysis. The parent bis(phosphonic acid) unit is readily regenerated by hydrogenolysis. The chemistry is used to prepare the elusive epoxide oxiranylidene-2,2-bis(phosphonic acid) by a short and reliable procedure.

Novel synthesis of bis(phosphonic acid)-steroid conjugates

An efficient synthesis has been realized for several members of a new class of potential bone resorption inhibitors consisting of steroidal oestrogenic units linked at the 3 and 17 positions to a geminal bisphosphonate moiety through an ester linkage of variable length. The convergent synthesis utilizes benzyl bisphosphonates, transesterification, and Meldrum's acid chemistry and has the potential to allow many oestrogenic derivatives as well as other biologically active compounds to be coupled to the geminal bisphosphonate moeity.