342613-14-3

Upstream product

• 152089-15-1 2’-(tert-butyldimethylsilyl)-7,10-(trichloroethoxycarbonyl)docetaxel 
• 114915-20-7 Docetaxel 
• 18162-48-6 tert-butyldimethylsilyl chloride 

Downstream Products

• 195141-96-9 2'-(tert-butyldimethylsilyl)-7,10-di(triethylsilyl)docetaxel 
• 1352816-81-9 2′-O-(tert-butyldimethylsilyl) cabazitaxel 
• 183133-96-2 carbazitaxel 
• 1144034-14-9 10-acetyl-2'-TBDMS-docetaxel 
• 521087-30-9 C₆₅H₁₀₉Br₂NO₁₃Si₃ 
• 521087-37-6 C₆₅H₁₀₉NO₁₃SSi₃ 
• 521087-29-6 C₆₃H₁₀₅Br₂NO₁₃Si₃ 
• 521087-28-5 C₆₂H₁₀₃Br₂NO₁₃Si₃ 
• 521087-36-5 C₆₃H₁₀₅NO₁₃SSi₃ 
• 521087-35-4 C₆₂H₁₀₃NO₁₃SSi₃ 
• 521087-27-4 C₆₁H₁₀₁Br₂NO₁₃Si₃ 
• 521087-34-3 C₆₁H₁₀₁NO₁₃SSi₃ 
• 521087-24-1 C₅₈H₉₅Br₂NO₁₃Si₃ 
• 521087-25-2 C₅₉H₉₇Br₂NO₁₃Si₃ 

Relevant academic research and scientific papers

Ferrocenyl Paclitaxel and Docetaxel Derivatives: Impact of an Organometallic Moiety on the Mode of Action of Taxanes

A series of ferrocenyl analogues and derivatives of paclitaxel and docetaxel were synthesised and assayed for their antiproliferative/cytotoxic effects, impact on the cell cycle distribution and ability to induce tubulin polymerisation. The replacement of the 3′-N-benzoyl group of paclitaxel with a ferrocenoyl moiety, in particular, led to formation of an analogue that was at least one order of magnitude more potent in terms of antiproliferative activity than the parent compound (IC50values of 0.11 versus 1.11 μm, respectively), but still preserved the classical taxane mode of action, that is, microtubule stabilisation leading to mitotic arrest. Molecular docking studies revealed an unexpected binding pocket in the tubulin structure for the ferrocenoyl group introduced in the paclitaxel backbone.

CABAZITAXEL, RELATED COMPOUNDS AND METHODS OF SYNTHESIS

The invention provides new cabazitaxel isoserine ester intermediates and new synthetic methods, and a preparation method for the anti-tumour drugs cabazitaxel, docetaxel and paclitaxel from the new cabazitaxel isoserine intermediates.

CABAZITAXEL, RELATED COMPOUNDS AND METHODS OF SYNTHESIS

The invention provides new cabazitaxel isoserine ester intermediates and new synthetic methods, and a preparation method for the anti-tumour drugs cabazitaxel, docetaxel and paclitaxel from the new cabazitaxel isoserine intermediates.

An N-aroyltransferase of the bahd superfamily has broad aroyl CoA specificity in vitro with analogues of N-dearoylpaclitaxel

The native N-debenzoyl-2'-deoxypaclitaxel:N-benzoyltransferase (NDTBT), from Taxus plants, transfers a benzoyl group from the corresponding CoA thioester to the amino group of the β -phenylalanine side chain of N-debenzoyl-2'-deoxypaclitaxel, which is purportedly on the paclitaxel (Taxol) biosynthetic pathway. To elucidate the substrate specificity of NDTBT overexpressed in Escherichia coli, the purified enzyme was incubated with semisynthetically derived N-debenzoyltaxoid substrates and aroyl CoA donors (benzoyl; ortho-, meta-, and para-substituted benzoyls; various heterole carbonyls; alkanoyls; and butenoyl), which were obtained from commercial sources or synthesized via a mixed anhydride method. Several unnatural N-aroyl-N-debenzoyl-2'-deoxypaclitaxel analogues were biocatalytically assembled with catalytic efficiencies (V max/Km) ranging between 0.15 and 1.74 nmol.min -1.mM -1. In addition, several N-acyl-N-debenzoylpaclitaxel variants werebiosynthesized when N-debenzoylpaclitaxel and N-de(tert-butoxycar-bonyl )docetaxel (i.e., 10-deacetyl-N-debenzoylpaclitaxel) were used as substrates. The relative velocity (v rel) for NDTBT with the lattertwo N-debenzoyl taxane substrates ranged between '1percent and 200pe rcent for the array of aroyl CoAs compared to benzoyl CoA. Interestingly, NDTBT transferred hexanoyl, acetyl, and butyryl more rapidly than butenoyl or benzoyl from the CoA donor to taxanes with isoserinoyl side chains, whereas N-debenzoyl-2'-deoxypaclitaxel was more rapidly converted toits N-benzoyl derivative than to its N-alkanoyl or N-butenoyl congeners . Biocatalytic N-acyl transfer of novel acyl groups to the amino functional group of N-debenzoylpaclitaxel and its 2'-deoxy precursor reveal thesurprisingly indiscriminate specificity of this transferase. This featu re of NDTBT potentially provides a tool for alternative biocatalytic N-aroylation/ alkanoylation to construct next generation taxanes or other novel bioactive diterpene compounds.

Radiosynthesis of [11C]docetaxel

Docetaxel (Taxotere) is an accepted chemotherapeutic agent for the treatment of breast cancer and non-small cell lung cancers. A potential means of predicting response is measuring tumor uptake of [11C]docetaxel using Positron Emission Tomograp

Synthesis of novel 2-O,3′-N-linked macrocyclic taxoids with variable ring size

A series of macrocyclic taxoids was prepared by connecting the 2-OH and 3′-NH moieties with aliphatic chains to mimic the docetaxel solid-state conformation. The synthesis was achieved by acylation of both positions with various bromoalkanoic acids, and ring closure was carried out with sodium sulfide. Nine 19- to 27-membered macrocyclic taxoids were obtained and evaluated as inhibitors of microtubule disassembly as well as for their cytoxicity. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.