Purification of taxanes
Disclosed is a method of crystallizing docetaxel comprising combining docetaxel and at least one solubilizing solvent to obtain a solution, wherein the solubilizing solvent is methylene chloride and adding an anti-solvent to the solution to obtain a crystalline docetaxel, wherein the anti-solvent is water.
1. A method of crystallizing docetaxel comprising:
(a) combining docetaxel and at least one solubilizing solvent to obtain a solution, wherein the solubilizing solvent is methylene chloride; and
(b) adding an anti-solvent to the solution to obtain a crystalline docetaxel, wherein the anti-solvent is water.
2. The method of claim 1 , further comprising recrystallizing the crystalline docetaxel.
3. The method of claim 2 , wherein the recrystallization comprises:
(c) combining the crystalline docetaxel and a solubilizing solvent to obtain a second solution; and
(d) adding an anti-solvent to the second solution.
4. The method of claim 1 , wherein the docetaxel used in step (a) is isolated from a taxane material comprising docetaxel obtained from a semi-synthesis or total synthesis process, the isolation process comprising:
loading or injecting the material on a column comprising a polyethyleneimine-bonded silica (PBS resin;
(ii) eluting docetaxel from the PBS resin; and
(iii) recovering the eluted docetaxel.
5. The method of claim 4 , wherein molecules used as reactants in the semi-synthetic or total synthetic process are not derived solely from Taxus brevifolia.
6. The method of claim 4 , wherein the material loaded or injected on the column comprises less than about 8% by weight of C-2′ benzoyl primary taxanes.
7. The method of claim 4 , wherein the PBS resin is diethylaminomethyl (DEAM).
8. The method of claim 4 , wherein the PBS resin is polyethyleneimine (PEI).
9. The method of claim 8 , wherein the amino groups of the PEI are functionalized.
10. The method of claim 4 , wherein the PBS resin has an average pore size ranging from about 60 to about 800 Angstrom Units and an average particle size ranging from about 0.25 to about 500 microns.