149107-84-6

Usage

Chemical Properties

White Solid

Uses

Intermediate for the preparation of Docetaxel

InChI:InChI=1/C41H64O10Si2/c1-12-52(13-2,14-3)50-30-23-31-40(25-47-31,49-27(8)42)34-36(48-37(45)28-21-19-18-20-22-28)41(46)24-29(43)26(7)32(38(41,9)10)33(35(44)39(30,34)11)51-53(15-4,16-5)17-6/h18-22,29-31,33-34,36,43,46H,12-17,23-25H2,1-11H3/t29-,30-,31+,33+,34?,36-,39+,40-,41+/m0/s1

Upstream product

• 32981-86-5 10-deacetylbaccatin III 
• 994-30-9 triethylsilyl chloride 
• 115437-18-8 7-triethylsilyl-10-deacetylbaccatin III 

Downstream Products

• 159383-93-4 13-O-trimethylsilyl-7,10-bis-O-triethylsilyl-10-deacetyl baccatin III 
• 114915-20-7 Docetaxel 

Relevant academic research and scientific papers

Docetaxel derivative and pharmaceutical composition and application thereof

The invention discloses a docetaxel derivative as shown in general formula (I), pharmaceutically acceptable composition containing the docetaxel derivative and application of the docetaxel derivativein the preparation of antitumor drugs and especially in

A Series of Enthalpically Optimized Docetaxel Analogues Exhibiting Enhanced Antitumor Activity and Water Solubility

A dual-purpose strategy aimed at enhancing the binding affinity for microtubules and improving the water solubility of docetaxel led to the design and synthesis of a series of C-2- and C-3′-modified analogues. Both aims were realized when the C-3′ phenyl group present in docetaxel was replaced with a propargyl alcohol. The resulting compound, 3f, was able to overcome drug resistance in cultured P-gp-overexpressing tumor cells and showed greater activity than docetaxel against drug-resistant A2780/AD ovarian cancer xenografts in mice. In addition, the considerably lower hydrophobicity of 3f relative to both docetaxel and paclitaxel led to better aqueous solubility. A molecular model of tubulin-bound 3f revealed novel hydrogen-bonding interactions between the propargyl alcohol and the polar environment provided by the side chains of Ser236, Glu27, and Arg320.

PROCESS FOR PREPARING TAXOIDS FROM BACCATIN DERIVATIVES USING LEWIS ACID CATALYST

The present invention relates to a process of preparing a taxoid (X) by reacting a protected baccatin derivative (B) with a β-lactam (C) in the presence of one or more Lewis acids and a base agent. The present invention also relates to a process of preparing the protected baccatin derivative (B) from a baccatin derivative (A) comprising a protection reaction catalyzed by one or more Lewis acids with an optional base agent.

Process for the preparation of baccatin III analogs bearing new C2 and C4 functional groups

Process for the preparation of a derivative or analog of baccatin III or 10-desacetyl baccatin III having a C2 substituent other than benzoate and/or a C4 substituent other than acetate in which the C2 benzoate substituent and/or the C4 acetate substituen

Beta-Lactams useful for preparation of substituted isoserine esters using metal alkoxides

β-lactams are disclosed which are useful for preparing N-acyl, N-sulfonyl and N-phosphoryl substituted esters by reaction with a metal alkoxide.

Synthesis of paclitaxel (docetaxel) / 2-deacetoxytaxinine J dimers

Starting from taxanes available in multigram amounts from widespread ornamental yews (10-deacetylbaccatin III (4) and 2'-deacetoxyaustrospicatine (5)), two dimeric taxoids (3a, 3b) with potential dual target specificity (β-tubulin and P-gp) were synthesised. Both compounds lacked significant cytotoxicity, though 3b retained a strong activity in the tubulin depolimerisation assay.