193338-94-2Relevant academic research and scientific papers
An efficient, stereoselective synthesis of the hydroxyethylene dipeptide isostere core for the HIV protease inhibitor A-792611
Engstrom, Kenneth,Henry, Rodger,Hollis, L. Steven,Kotecki, Brian,Marsden, Ian,Pu, Yu-Ming,Wagaw, Seble,Wang, Weifeng
, p. 5369 - 5372 (2007/10/03)
A stereoselective synthesis of the hydroxyethylene dipeptide isostere 1 is described. The route employs a substrate-directed kinetic protonation of an α/γ-substituted lactone to afford the desired stereochemistry. A method for converting the diastereomeri
HIV protease inhibiting compounds
-
Page/Page column 176, (2010/02/12)
A compound of the formula is disclosed as an HIV protease inhibitor. Methods and compositions for inhibiting an HIV infection are also disclosed.
Process for the preparation of a substituted diaminoalcohol
-
, (2008/06/13)
A process is disclosed for the preparation of a substituted diaminoalcohol of the formula: STR1
Synthesis and antiviral activity of a series of HIV-1 protease inhibitors with functionality tethered to the P1 or P1'phenyl substituents: X-ray crystal structure assisted design
Thompson,Fitzgerald,Holloway,Emini,Darke,McKeever,Schleif,Quintero,Zugay,Tucker,Schwering,Homnick,Nunberg,Springer,Huff
, p. 1685 - 1701 (2007/10/02)
By tethering of a polar hydrophilic group to the P1 or P1' substituent of a Phe-based hydroxyethylene isostere, the antiviral potency of a series of HIV protease inhibitors was improved. The optimum enhancement of anti-HIV activity was observed with the 4-morpholinylethoxy substituent. The substituent effect is consistent with a model derived from inhibitor docked in the crystal structure of the native enzyme. An X-ray crystal structure of the inhibited enzyme determined to 2.25 A verifies the modeling predictions.
Inhibitors of HIV protease
-
, (2008/06/13)
A dipeptide isostere is the biotransformed product after incubation with a culture of Streptomyces. It inhibits HIV protease, and is useful in the prevention or treatment of infection by HIV and the treatment of AIDS, either as a compound, pharmaceutically acceptable salt, pharmaceutical composition ingredient, whether or not as a prodrug or as a combination with other antivirals, anti-infectives, immunomodulators, antibiotics or vaccines. Methods of treating AIDS and methods of preventing or treating infection by HIV are also described.
A Stereocontrolled Synthesis of Hydroxyethylene Dipeptide Isosteres Using Novel, Chiral Aminoalkyl Epoxides and γ-(Aminoalkyl) γ-Lactones
Evans, Ben E.,Rittle, Kenneth E.,Homnick, Carl F.,Springer, James P.,Hirshfield, Jordan,Veber, Daniel F.
, p. 4615 - 4625 (2007/10/02)
A stereocontrolled synthesis of the hydroxyethylene dipeptide isosteric unit 1 is described.This synthesis is capable of providing all eight stereoisomers of 1 and is amenable to variation of substituents R1 and R2.Also described are the novel chiral epoxides 2 and substituted γ-lactones 3, key intermediates in this synthesis having potentially broad application.
