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 highly sensible amido aldehyde was efficiently suppressed when the oxidation of the parent aminoalcohol was performed by a modified Dess-Martin procedure.
TY - JOUR
AU - Tokić-Vujošević, Zorana
AU - Petrović, G
AU - Rakić, B
AU - Matović, Radomir
AU - Saičić, Radomir N.
PY - 2005
UR - http://farfar.pharmacy.bg.ac.rs/handle/123456789/638
AB - 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 highly sensible amido aldehyde was efficiently suppressed when the oxidation of the parent aminoalcohol was performed by a modified Dess-Martin procedure.
PB - Taylor & Francis Inc, Philadelphia
T2 - Tenside Surfactants Detergents
T1 - Synthesis of (-)-cytoxazone and (+)-epi-cytoxazone: The chiral pool approach
VL - 35
IS - 3
SP - 435
EP - 447
DO - 10.1081/SCC-200048953
ER -
@article{
author = "Tokić-Vujošević, Zorana and Petrović, G and Rakić, B and Matović, Radomir and Saičić, Radomir N.",
year = "2005",
url = "http://farfar.pharmacy.bg.ac.rs/handle/123456789/638",
abstract = "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 highly sensible amido aldehyde was efficiently suppressed when the oxidation of the parent aminoalcohol was performed by a modified Dess-Martin procedure.",
publisher = "Taylor & Francis Inc, Philadelphia",
journal = "Tenside Surfactants Detergents",
title = "Synthesis of (-)-cytoxazone and (+)-epi-cytoxazone: The chiral pool approach",
volume = "35",
number = "3",
pages = "435-447",
doi = "10.1081/SCC-200048953"
}
Tokić-Vujošević Z, Petrović G, Rakić B, Matović R, Saičić RN. Synthesis of (-)-cytoxazone and (+)-epi-cytoxazone: The chiral pool approach. Tenside Surfactants Detergents. 2005;35(3):435-447
Tokić-Vujošević, Z., Petrović, G., Rakić, B., Matović, R.,& Saičić, R. N. (2005). Synthesis of (-)-cytoxazone and (+)-epi-cytoxazone: The chiral pool approach.
Tenside Surfactants DetergentsTaylor & Francis Inc, Philadelphia., 35(3), 435-447.
https://doi.org/10.1081/SCC-200048953
Tokić-Vujošević Zorana, Petrović G, Rakić B, Matović Radomir, Saičić Radomir N., "Synthesis of (-)-cytoxazone and (+)-epi-cytoxazone: The chiral pool approach" 35, no. 3 (2005):435-447,
https://doi.org/10.1081/SCC-200048953 .
