165065-01-0

Basic information

• Product Name: 2'-O-(t-butyldimethylsilyl)-7β-O-trifluoromethanesulfonyl-paclitaxel
• Synonyms: 2'-O-(t-butyldimethylsilyl)-7β-O-trifluoromethanesulfonyl-paclitaxel
• CAS NO: 165065-01-0
• Molecular Weight: 1100.25
• Mol File: 165065-01-0.mol

Chemical Properties

• CAS DataBase Reference: 2'-O-(t-butyldimethylsilyl)-7β-O-trifluoromethanesulfonyl-paclitaxel(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-O-(t-butyldimethylsilyl)-7β-O-trifluoromethanesulfonyl-paclitaxel(165065-01-0)
• EPA Substance Registry System: 2'-O-(t-butyldimethylsilyl)-7β-O-trifluoromethanesulfonyl-paclitaxel(165065-01-0)

Safety Data

• Hazardous Substances Data: 165065-01-0(Hazardous Substances Data)

Upstream product

• 421-83-0 trifluoromethane sulfonyl chloride 
• 114655-02-6 2'-O-(tert-butyldimethylsilyl)paclitaxel 

Downstream Products

• 188528-70-3 2'-O-(tert-butyldimethylsilyl)-6α-trifluoromethanesulfuryl-7-epipaclitaxel 
• 188528-68-9 2'-O-(t-butyldimethylsilyl)-6-formyl-C-nor-paclitaxel 
• 188528-72-5 C₅₃H₆₃NO₁₄Si 
• 188528-65-6 6-O-acetyl-2'-O-(t-butyldimethylsilyl)-C-seco-paclitaxel 
• 171021-22-0 6-O-acetyl-2'-O-(t-butyldimethylsilyl)-C-nor-paclitaxel 
• 188528-64-5 2'-O-(t-butyldimethylsilyl)-C-seco-paclitaxel 
• 171021-19-5 2'-TBDMS-C-norpaclitaxel 
• 165065-08-7 2'-O-(tert-butyldimethylsilyl)-6α-hydroxy-7-epipaclitaxel 
• 215246-73-4 2'-O-(t-butyldimethylsilyl)-7-deoxy-7β-methoxymethylthio paclitaxel 
• 215246-66-5 2'-O-(t-butyldimethylsilyl)-7-deoxy-7β-thiopaclitaxel 
• 215246-62-1 2'-O-(t-butyldimethylsilyloxy)-7-deoxy-7α-thiopaclitaxel 
• 215246-71-2 7-deoxy-7β-methylthiopaclitaxel 

Relevant articles and documents

Paclitaxel analogs modified in ring C: Synthesis and biological evaluation

Lead tetracetate oxidation of 6α-hydroxy-7-epi-paclitaxel lends to C-nor-paclitaxel and C-seco-paclitaxel derivatives. Tetrpropylammonium perruthnate (TPAP) oxidation of a 6α-hydroxy-7-epi-paclitaxel derivative leads to a 6-formyl-C-nor-paclitaxel derivative. Reaction of a 6α-O-trifluoromethanesulfonyl-7-epi-paclitaxel derivative with DMAP yields a 20-O-acetyl-4-deacetyl-5,6-dehydro-6-formyl-C-nor-paclitaxel derivative. C-nor-paclitaxel analogs are less active than paclitaxel.

Synthesis and Biological Evaluation of Paclitaxel Analogs Modified in Ring C

Both 7-deoxy-7α-azidopaclitaxel (6) and 7-deoxy-Δ6,7-paclitaxel (4) can be prepared from paclitaxel-7-O-triflate (2b).Oxidation of 7-deoxy-Δ6,7-paclitaxel with dioxirane yields the epoxide 7, while oxidation with osmium tetroxide yie