149140-53-4

Upstream product

• 994-30-9 triethylsilyl chloride 
• 32981-86-5 10-deacetylbaccatin III 
• 135192-53-9 pentafluorophenoxythiocarbonyl chloride 
• 115437-18-8 7-triethylsilyl-10-deacetylbaccatin III 

Downstream Products

• 149140-51-2 10-Deacetoxy-7-(triethylsilyl)baccatin III 
• 155370-83-5 7,13-Bis(triethylsilyl)-10-deoxybaccatin 
• 150930-84-0 10-desacetoxybaccatin 
• 150930-85-1 10-Deoxybaccatin 7-xanthate 
• 204764-84-1 7-O-TES-10-formylethyl-10-deacetylbaccatin III 

Relevant academic research and scientific papers

Studies on the photochemistry of taxol

Irradiation of taxol at 280 nm in a Rayonet reactor yielded a novel pentacyclic derivative containing a new bond between C-3 and C-11. The proposed mechanism involves a triplet intermediate and the first event of the oxa-di-π-methane rearrangement. Taxane

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.