150930-84-0

Upstream product

• 32981-86-5 10-deacetylbaccatin III 
• 149140-53-4 C₄₂H₄₉F₅O₁₁SSi 
• 115437-18-8 7-triethylsilyl-10-deacetylbaccatin III 
• 27548-93-2 baccatin III 
• 149140-51-2 10-Deacetoxy-7-(triethylsilyl)baccatin III 

Downstream Products

• 150930-85-1 10-Deoxybaccatin 7-xanthate 
• 194718-11-1 7-[tert-butoxycarbonyl(methyl)amino]heptanoic acid 
• 149140-51-2 10-Deacetoxy-7-(triethylsilyl)baccatin III 

Relevant academic research and scientific papers

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

Synthesis of novel taxol analogs and evaluation of their biological activities

Two new taxol analogs 6 and 10 have been prepared from baccatin III (1) and taxol (7a), respectively. Like taxol, both compounds were found to promote microtubule formation and stabilization, although they were less active than taxol. Both 6 and 10 exhibi

Process for the preparation of 10-desacetoxybaccatin III

A process for abstracting a C10 hydroxy, acyloxy or sulfonyloxy substituent from a taxane in which the C10 hydroxy, acyloxy or sulfonyloxy substituted taxane is reacted with samarium diiodide.

Reactivity of baccatin III derivatives towards samarium II reagents

A study of the reactivity of 10-deacetylbaccatin III (1) towards samarium II reagents in the presence of various proton donors led to efficient synthesis of 9β-dihydro-10-deacetylbaccatin III (7) and 2-debenzoyl-9β-dihydro-10-deacetyl-baccatin III (9).

Stereoselective Synthesis of 9β-Hydroxytaxanes via Reduction with Samarium Diiodide

Reaction of baccatin III and paclitaxel with samarium diiodide yielded the corresponding 10-deacetyl-9β-hydroxy derivatives.When 10-deacetylbaccatin III and docetaxel were subjected to the same reaction conditions the corresponding 9β-hydroxy and 10-dehyd

The chemistry of the taxane diterpene: Stereoselective synthesis of 10-deacetoxy-11,12-expoxypaclitaxel

Epoxidation of the olefin in 10-deacetoxybaccatin III (6) and 10-deacetoxypaclitaxel (9) was accomplished with meta-chloroperbenzoic acid leading to a novel pentacyclic ring system. Hydroxyl directed delivery of the epoxidizing agent did not appear to pla

The Chemistry of Taxanes: Skeletal Rearrangements of Baccatin Derivatives via Radical Intermediates

In the course of a synthetic program aimed at systematic defunctionalization of the taxol core for structure activity studies, a number of radical-based deoxygenation reactions were carried out on baccatin III derivatives.In this connection, we have discovered that formation of radicals at positions C-1, C-2, and C-7 in the taxane core of baccatin III results in a number of skeletal rearrangement cascades.Furthermore, the exact composition of the product mixture depends on the specific tin (or silicon) hydride used for the reduction.In the case of C-2 and C-7-derived radicals, direct quenching with tin hydrides without rearrangement was possible under some conditions.However, we were unable to find conditions to quench the C-1 radical, since rearrangement pathways always predominate in this case.

Synthesis of 7-Deoxy- and 7,10-Dideoxytaxol via Radical Intermediates

7-Deoxytaxol and 7,10-dideoxytaxol were prepared from baccatin III, employing the Barton deoxygenation procedure and the Holton acylation method at C-13.