7-O-(Triethylsilyl)paclitaxel - CAS 148930-55-6
Catalog number: 148930-55-6
Molecular Formula:
C53H65NO14Si
Molecular Weight:
968.19
COA:
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Description:
An impurity of Paclitaxel which is the first taxane in clinical trials as a chemotherapy medicine.
Purity:
> 95%
Synonyms:
(αR,βS)-β-(Benzoylamino)-α-hydroxy-benzenepropanoic Acid (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-6,12b-Bis(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-11-hydroxy-4a,8,13,13-tetramethyl-5-oxo-4-[(triethylsilyl)oxy]-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl Ester; 7-O-(Triethylsilyl)paclitaxel; 7-O-(Triethylsilyl)taxol
MSDS:
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Quantity:
Milligrams-Grams
1.Synthesis of docetaxel and butitaxel analogues through kinetic resolution of racemic beta-lactams with 7-O-triethylsilylbaccatin III.
Ge H1, Spletstoser JT, Yang Y, Kayser M, Georg GI. J Org Chem. 2007 Feb 2;72(3):756-9.
The kinetic resolution of racemic cis-4-phenyl- and cis-4-tert-butyl-3-hydroxy-beta-lactam derivatives with 7-O-triethylsilylbaccatin III yielded paclitaxel and butitaxel analogues with high diastereoselectivity. The results demonstrated that the tert-butyldimethylsilyl protecting group at the C3-hydroxy group of the beta-lactams provided optimum kinetic resolution in comparison with the sterically less demanding triethylsilyl group and the larger triisopropylsilyl group. In addition, it was found that the C4 beta-lactam substituents also influenced diastereoselectivity. The C4 tert-butyl-beta-lactams provided better diastereoselectivity than the corresponding C4 phenyl beta-lactams.
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Chemical Structure

CAS 148930-55-6 7-O-(Triethylsilyl)paclitaxel

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