Mild and Chemoselective Triethylsilane-Mediated Debenzylation for Phosphate Synthesis.

The synthetic utility of tetrabenzyl pyrophosphate for achieving chemoselective phosphorylation of phenols, as well as primary, secondary, and tertiary alcohols, is reported here. Additionally, we introduce a rapid, mild, and chemoselective debenzylation procedure, enabling access to phosphates in the presence of redox sensitive groups. Finally, stoichiometrically controlled monodebenzylation provides a versatile platform for late-stage divergent synthesis of phosphodiester and phosphoramidate chemical libraries.

Neurotherapeutic Potential of Water-Soluble pH-Responsive Prodrugs of EIDD-036 in Traumatic Brain Injury.

The C-20 oxime of progesterone, EIDD-036 (), demonstrates neuroprotection and improved outcomes in animal models of traumatic brain injury (TBI). However, suffers from poor solubility, which renders it unsuitable for rapid administration. Previous prodrugs of aimed at improving solubility by incorporating enzymatically labile amino acid and phosphate ester promoieties.