153223-11-1Relevant articles and documents
Carbonylation of functionalized diamine diols to cyclic ureas: Application to derivatives of DMP 450
Darko, Ampofo K.,Curran, F. Chris,Copin, Chloé,McElwee-White, Lisa
, p. 3976 - 3983 (2011/06/25)
Synthesis of the cyclic urea core structure of the HIV protease inhibitor DMP 450 has been achieved via W(CO)6/I2-catalyzed carbonylation of diamine intermediates. Carbonylations of related functionalized diamines to derivatives of the DMP 450 core structure were also examined. Selected diamine diol substrates could be converted to the cyclic urea core structure by catalytic carbonylation without protection of the diol functionality.
Cyclic HIV protease inhibitors: Synthesis, conformational analysis, P2/P2' structure-activity relationship, and molecular recognition of cyclic ureas
Lam, Patrick Y. S.,Ru, Yu,Jadhav, Prabhakar K.,Aldrich, Paul E.,DeLucca, George V.,Eyermann, Charles J.,Chang, Chong-Hwan,Emmett, George,Holler, Edward R.,Daneker, Wayne F.,Li, Liangzhu,Confalone, Pat N.,McHugh, Robert J.,Han, Qi,Li, Renhua,Markwalder, Jay A.,Seitz, Steven P.,Sharpe, Thomas R.,Bacheler, Lee T.,Rayner, Marlene M.,Klabe, Ronald M.,Shum, Linyee,Winslow, Dean L.,Kornhauser, David M.,Jackson, David A.,Erickson-Viitanen, Susan,Hodge, C. Nicholas
, p. 3514 - 3525 (2007/10/03)
High-resolution X-ray structures of the complexes of HIV-1 protease (HIV-1PR) with peptidomimetic inhibitors reveal the presence of a structural water molecule which is hydrogen bonded to both the mobile flaps of the enzyme and the two carbonyls flanking
A Practical Synthesis of Nonpeptide Cyclic Ureas as Potent HIV Protease Inhibitors
Rossano, Lucius T.,Lo, Young S.,Anzalone, Luigi,Lee, Ying-Chi,Meloni, David J.,et al.
, p. 4967 - 4970 (2007/10/02)
The utilization of the oxydimethylene group to form a trioxepane ring for the protection of 1,2-diols was demonstrated.A process starting with natural L-tartaric acid as the chiral building block is utilized in the synthesis of optically active, nonpeptid
