528523-58-2

Upstream product

• 28143-91-1 (1S,2S)-2-amino-1-phenyl-1,3-diol 
• 528523-45-7 tert-butyl (1S,2S)-1-({[tert-butyl(diphenyl)silyl]oxy}methyl)-2-hydroxy-2-phenylethylcarbamate 
• 167082-56-6 tert-butyl [(1S,2S)-1,3-dihydroxy-1-phenylpropan-2-yl]carbamate 
• 148903-85-9 tert-butyl (4S,5S)-4-(hydroxymethyl)-2,2-dimethyl-5-phenyl-1,3-oxazolidine-3-carboxylate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 1478-53-1 Diethyl difluoromethylphosphonate 
• 503821-74-7 (4R,5S)-4-Formyl-2,2-dimethyl-5-phenyl-oxazolidine-3-carboxylic acid tert-butyl ester 

Downstream Products

• 528523-60-6 diethyl (3S,4S)-1,1-difluoro-4-hydroxy-3-(palmitoylamino)-4-phenylbutylphosphonate 
• 528523-61-7 (3S,4S)-1,1-difluoro-4-hydroxy-3-(palmitoylamino)-4-phenylbutylphosphonic acid 
• 528523-59-3 tert-butyl (4S,5S)-4-[2-(diethoxyphosphoryl)-2,2-difluoroethyl]-2,2-dimethyl-5-phenyl-1,3-oxazolidine-3-carboxylate 

Relevant academic research and scientific papers

Synthesis of non-competitive inhibitors of sphingomyelinases with significant activity

A series of short-chain analogues of N-palmitoylsphingosine-1-phosphate, modified by replacement of the phosphate and the long alkenyl side chain with hydrolytically stable difluoromethylene phosphonate and phenyl, respectively, were prepared to study the structure-activity relationship for inhibition of sphingomyelinase. The study revealed that inhibition is highly dependent upon the stereochemistry of the asymmetric centers of the acylamino moiety, and resulted in identification of a non-competitive inhibitor with the same level of inhibitory activity of schyphostatin, the most potent of the few known small molecular inhibitors of sphingomyelinase.