46922-38-7Relevant academic research and scientific papers
Novel lopinavir analogues incorporating heterocyclic replacements of six-member cyclic urea - Synthesis and structure-activity relationships
Sham, Hing L.,Betebenner, David A.,Rosenbrook, William,Herrin, Thomas,Saldivar, Ayda,Vasavanonda, Sudthida,Plattner, Jacob J.,Norbeck, Daniel W.
, p. 2643 - 2645 (2007/10/03)
The HIV protease inhibitor ABT-378 (lopinavir) has a six-member cyclic urea in the P-2 position. A series of analogues in which the six-member cyclic urea is replaced by various heterocycles was synthesized and the structure-activity relationships explored.
Synthesis of a sterically congested α,α'-iminodiacid
Walker, Michael A.
, p. 14591 - 14598 (2007/10/03)
The synthesis of iminodiacid 2, a derivative of valine, was found to be difficult at the point of attempting to functionalize the imino-nitrogen to form a tertiary amine. Nonetheless, a route was discovered starting from α-hydroxyisovaleric acid, ethanolamine and maleimide. After esterification, the α-triflate of α-hydroxyisovaleric acid was formed and used to sequentially alkylate the amino group of ethanolamine. Steric hindrance was reduced by tethering two of the amine substituents into lactone ring. This was followed by maleimide substitution of the hydroxyl group under Mitsunobu conditions.
