161282-72-0Relevant articles and documents
Stereoselective synthesis of the key intermediates of the HIV protease inhibitor fosamprenavir and its diastereomer
Panov, Illia,Drabina, Pavel,Hanusek, Ji?í,Sedlák, Milo?
, p. 1280 - 1282 (2013)
Highly stereoselective Henry reaction has been used in the synthesis of the fosamprenavir precursor (2S,3R)-N-tert-butyloxycarbonyl-2-amino-3-hydroxy-1- phenyl-4-nitrobutane and its 2S,3S diasteromer from N-tert-butyloxycarbonyl-(S)- phenylalaninal and ni
re- and si-face-selective nitroaldol reactions catalyzed by a rigid chiral quaternary ammonium salt: A highly stereoselective synthesis of the HIV protease inhibitor amprenavir (Vertex 478)
Corey,Zhang, Fu-Yao
, p. 1931 - 1934 (2007/10/03)
Either amprenavir (1) or its C(2) diastereomer can be synthesized in a simple way by the use of a nitroaldol reaction carried out in the presence of one or the other of the two ammonium ions 2. The 1,3-diamino-2-hydroxypropyl structural element of 1 is also found in many other peptidomimetics and HIV protease inhibitors. Described here is a new strategy for possible application to direct and stereocontrolled synthesis of such compounds.
Diastereoselective catalytic asymmetric nitroaldol reaction utilizing rare earth-Li-(R)-BINOL complex. A highly efficient synthesis of norstatine
Sasai,Sasai, Hiroaki,Kim,Kim, Won-Sup,Suzuki,Suzuki, Takeyuki,Shibasaki,Shibasaki, Masakatsu,Mitsuda,Mitsuda, Masaru,Hasegawa,Hasegawa, Junzo,Ohashi,Ohashi, Takehisa
, p. 6123 - 6126 (2007/10/02)
Rare earth-Li-BINOL complexes were used to catalyze nitroaldol reactions of optically active α-amino-aldehydes with nitromethane in a highly diastereoselective manner. A typical adduct, (2S, 3S)-3-phtaloylamino-2-hydroxy-1-nitro-4-phenylbutane was conveni