144465-79-2Relevant academic research and scientific papers
Rotational-echo double-resonance NMR distance measurements for the tubulin-bound paclitaxel conformation
Paik, Younkee,Yang, Chao,Metaferia, Belhu,Tang, Shoubin,Bane, Susan,Ravindra, Rudravajhala,Shanker, Natasha,Alcaraz, Ana A.,Johnson, Scott A.,Schaefer, Jacob,O'Connor, Robert D.,Cegelski, Lynette,Snyder, James P.,Kingston, David G. I.
, p. 361 - 370 (2008/02/09)
The important anticancer drug Taxol (paclitaxel, PTX) owes its unique activity to its ability to bind to tubulin in a stoichiometric ratio and promote its assembly into microtubules. The conformation of the microtubule-bound drug has been the focus of num
Synthesis of new fluorine-containing taxoids by means of β-lactam synthon method
Ojima,Kuduk,Slater,Gimi,Sun
, p. 209 - 224 (2007/10/02)
A series of new fluorine-containing analogs of paclitaxel and docetaxel are synthesized using the coupling of (3R,4S)-1-acyl-β-lactams with high enantiomeric purity with properly protected baccatin III, 10-deacetylbaccatin III, and 14β-hydroxy-10-deacetyl
New and efficient routes to norstatine and its analogs with high enantiomeric purity by β-Lactam Synthon Method
Ojima, Iwao,Park, Young Hoon,Sun, Chung Ming,Brigaud, Thierry,Zhao, Mangzhu
, p. 5737 - 5740 (2007/10/02)
Norstatine and its analogs, i.e., 3-amino-2-hydroxyalkanoic acids, with high enantiomeric purity are obtained through effecient asymmetric synthesis of 3-silyloxy-β-lactams by chiral enolate - imine cyclocondensation, followed by hydrolysis.
New and efficient approaches to the semisynthesis of taxol and its C-13 side chain analogs by means of β-lactam synthon method
Ojima, Iwao,Habus, Ivan,Zhao, Mangzhu,Zucco, Martine,Park, Young Hoon,Sun, Chung Ming,Brigaud, Thierry
, p. 6985 - 7012 (2007/10/02)
Highly efficient chiral ester enolate-imine condensation giving 3-hydroxy-4-aryl-β-lactams with excellent enantiomeric purity is successfully applied to the asymmetric synthesis of the enantiomerically pure taxol C-13 side chain, N-benzoyl-(2R,3S)-3-phenyl-isoserine and its analogs. (3R,4S)-N-benzoyl-3-(1-ethoxyethoxy)-4-phenyl-2-azetidinone readily derived from the 3-hydroxy-4-phenyl-β-lactam is coupled with protected baccatin IIIs, followed by deprotection to give optically pure taxol and 10-deacetyl-7,10-bis(Troc)-taxol in good yields. Fully assigned 1H, 13C, and 2D (COSY and HETCOR) NMR spectra of taxol thus synthesized are shown and discussed.
