691410-75-0Relevant academic research and scientific papers
Stereoselective synthesis of (?)-cytoxazone and its unnatural congener (+)-5-epi-cytoxazone
Miranda, Izabel Luzia,dos Santos, Pedro Henrique Costa,Kohlhoff, Markus,Purgato, Gislaine Aparecida,Diaz, Marisa Alves Nogueira,Diaz-Mu?oz, Gaspar
, p. 479 - 489 (2021/07/12)
An interesting protocol for stereoselective synthesis of (?)-cytoxazone and its unnatural stereoisomer (+)-5-epi-cytoxazone from d-4-hydroxyphenylglycine in overall yields of 10% and 16%, respectively, is described. The stereoselective addition of cyanide
Synthesis of (-)-cytoxazone and (+)-epi-cytoxazone: The chiral pool approach
Tokic-Vujosevic, Zorana,Petrovic, Goran,Rakic, Bojana,Matovic, Radomir,Saicic, Radomir N.
, p. 435 - 447 (2007/10/03)
Immunomodulator (-)-cytoxazone and its epimer (+)-epi-cytoxazone were synthesized starting from (D)-(-)-4-hydroxyphenylglycine. Homologation of the amino acid was achieved via the corresponding aldehyde, by a cyanohydrin reaction. The racemization of high
Asymmetric synthesis of (4R,5R)-cytoxazone and (4R,5S)-epi-cytoxazone.
Davies, Stephen G,Hughes, Deri G,Nicholson, Rebecca L,Smith, Andrew D,Wright, Angela J
, p. 1549 - 1553 (2007/10/03)
(4R,5R)-Cytoxazone has been prepared in four steps and in 61% overall yield and >98% ee. Conjugate addition of lithium (R)-N-benzyl-N-[small alpha]-methylbenzylamide to tert-butyl (E)-3-(p-methoxyphenyl)prop-2-enoate and subsequent in situ diastereoselect
Stereoselective synthesis of (-)-cytoxazone and (+)-epi-cytoxazone
Milicevic, Selena,Matovic, Radomir,Saicic, Radomir N.
, p. 955 - 957 (2007/10/03)
Optically pure (-)-cytoxazone was synthesized, starting from methyl p-methoxycinnamate, in six steps and in 31% overall yield. The required anti-aminoalcohol configuration was established by combining Sharpless asymmetric aminohydroxylation with the confi
