144141-82-2Relevant academic research and scientific papers
A short approach to the synthesis of the ritonavir and lopinavir core and its C-3 epimer via cross metathesis
Ramu, Errabelli,Venkateswara Rao
experimental part, p. 2201 - 2204 (2010/03/04)
A short synthesis of hydroxyethylene dipeptide isostere, a core unit of the HIV-protease inhibitors ritonavir and lopinavir, its C-3 epimer and C2 symmetric diamino diol is described. The crucial aspects of the synthesis are self-cross metathesis and exploitation of C2-symmetric of the metathesis product 8 to obtain the required skeleton.
Synthesis of a hydroxyethylene dipeptide isostere, a core unit of the HIV protease inhibitors ritonavir and lopinavir, and its C-5 epimer
Bhaskar, Gopishetti,Kumar, Anchoori Ravi,Ramu, Errabelli,Rao, Batchu Venkateswara
experimental part, p. 3061 - 3064 (2009/04/06)
A short synthesis of a hydroxyethylene dipeptide isostere, a core unit of the HIV protease inhibitors ritonavir and lopinavir, and its C-5 epimer is described. Georg Thieme Verlag Stuttgart.
Asymmetric dihydroxylation route to a dipeptide isostere of a protease inhibitor: Enantioselective synthesis of the core unit of ritonavir
Ghosh, Arun K.,Shin, Dongwoo,Mathivanan, Packiarajan
, p. 1025 - 1026 (2007/10/03)
An enantioselective synthesis of the dipeptide isostere of ritonavir has been accomplished utilizing Sharpless asymmetric hydroxylation as the key step.
Synthesis of novel C2-symmetric and pseudo C2-symmetric based diols, epoxides and dideoxy derivatives of HIV protease inhibitors
Gurjar, Mukund K.,Pal, Shashwati,Rama Rao,Pariza, Richard J.,Chorghade, Mukund S.
, p. 4769 - 4778 (2007/10/03)
The Julia's olefination reaction between the sulfone derivative (10) and the aldehyde (13) (both obtained from L-phenylalanine) followed by debenzylation led to the formation (2S,5S,3E)-2,5-bis-[(1,1-dimethyl ethoxy)-carbonyl]amino-1,6-diphenylhex-3-ene (
Synthesis of a novel C2-symmetrical (2S,5S)-2,5-bis-[(1,1 -dimethylethoxy) carbonylamino]-1,6-diphenylhex-3-ene: Applications in the synthesis of potential HIV protease inhibitors
Rama Rao
, p. 2505 - 2508 (2007/10/02)
The synthesis of a novel and versatile (2S,5S)-2,5-bis-[(1,1′-dimethylethoxy)carbonylamino]-1,6-diphenylhex-3-ene (2) based on Julia's olefination strategy coupled with its application in stereoselective preparations of HIV protease inhibitors has been discussed.
Potent HIV-1 Protease Inhibitors: Stereoselective Synthesis of a Dipeptide Mimic
Ghosh, Arun K.,McKee, Sean P.,Thompson, Wayne J.,Darke, Paul L.,Zugay, Joan C.
, p. 1025 - 1029 (2007/10/02)
The synthesis of a differentially protected dipeptide mimic 10 in enantiomerically pure form is described.The key step involves the epimerization of the C-2 center of the lactone 4, hydrolysis and protection of the resulting hydroxy acid, followed by Curt
