159262-93-8 Usage
Derivation
Synthetic chemical compound derived from the natural product 10-deacetylbaccatin III, which is isolated from the yew tree.
Pharmaceutical Applications
Potential use as a precursor for the semisynthesis of paclitaxel, a widely used chemotherapy medication.
Stability and Solubility
The addition of the oxazolidine-5-carboxylate group enhances the stability and solubility of the baccatin III molecule.
Intermediate in Production
Valuable intermediate in the production of paclitaxel due to its enhanced stability and solubility.
Protective Group
The tert-butoxycarbonyl group in the molecule can protect certain functional groups during chemical reactions.
Efficient Synthetic Pathways
The protective group allows for more efficient and selective synthetic pathways in the production of paclitaxel.
Pharmaceutical Development
Significant potential for pharmaceutical development.
Contribution to Cancer Treatment
Can contribute to the production of essential cancer-fighting medications.
Chemical Structure
The compound has a complex structure with a phenyl group, a tert-butoxycarbonyl group, and an oxazolidine-5-carboxylate group attached to the baccatin III molecule.
Stereochemistry
The compound has specific stereochemistry, with the 4S,5R configuration at the oxazolidine ring.
Check Digit Verification of cas no
The CAS Registry Mumber 159262-93-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,5,9,2,6 and 2 respectively; the second part has 2 digits, 9 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 159262-93:
(8*1)+(7*5)+(6*9)+(5*2)+(4*6)+(3*2)+(2*9)+(1*3)=158
158 % 10 = 8
So 159262-93-8 is a valid CAS Registry Number.
159262-93-8Relevant articles and documents
Alternative synthesis and the determination of absolute configuration of docetaxel, an anticancer drug
Sekhar,Vishweshwar, Peddy,Acharyulu, Palle V. R.,Anjaneyulu, Yerramilli
, p. 3482 - 3492 (2012/10/18)
A simple, efficient, and alternative synthetic route for docetaxel with better control on the protection-deprotection sequence has been developed. The process is easily scalable and commercially viable, and critical impurities can be controlled efficiently. For the first time, absolute configuration of docetaxel was determined unambiguously by single-crystal X-ray diffraction.
DOCETAXEL PROCESS AND POLYMORPHS
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Page/Page column 30, (2009/03/07)
Processes for preparing substantially pure docetaxel, new crystalline forms of docetaxel and processes for preparation thereof, processes for preparing docetaxel trihydrate, and pharmaceutical compositions comprising docetaxel.
Preparation of 7-Modified docetaxel analogs using electrochemistry
Pulicani, Jean-Pierre,Bouchard, Herve,Bourzat, Jean-Dominique,Commercon, Alain
, p. 9709 - 9712 (2007/10/02)
The electrochemical reduction of 7α -iodo docetaxel at E- 1.3V vs. SCE in methanol in the presence of lithium chloride and hydrochloric acid leads predominantiy to 7-deoxy-ocetaxel 9. When the electroreduction is conducted at E-1.7V vs. SCE in the presenc