158830-49-0

Basic information

• Product Name: Δ^6,7-paclitaxel
• Synonyms: Δ^6,7-paclitaxel
• CAS NO: 158830-49-0
• Molecular Weight: 835.905
• Mol File: 158830-49-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Δ^6,7-paclitaxel(CAS DataBase Reference)
• NIST Chemistry Reference: Δ^6,7-paclitaxel(158830-49-0)
• EPA Substance Registry System: Δ^6,7-paclitaxel(158830-49-0)

Safety Data

• Hazardous Substances Data: 158830-49-0(Hazardous Substances Data)

Upstream product

• 33069-62-4 taxol 
• 114655-02-6 2'-O-(tert-butyldimethylsilyl)paclitaxel 
• 171780-98-6 2'-O-acetyl-7-trifluoromethanesulfonyl-paclitaxel 
• 171869-48-0 2'-O-acetyl-7α-methanesulfonyl-paclitaxel 
• 172586-62-8 2'-O-acetyl-7α-paclitaxel 
• 92950-40-8 2'-O-acetyl-paclitaxel 
• 148930-54-5 (2aR,4S,4aS,6R,9S,11S,12S,12bS)-6,12b-bis(acetyloxy)-9-({(2R,3S)-3-(benzoylamino)-3-phenyl-2-[(triethylsilyl)oxy]propanoyl}oxy)-4,11-dihydroxy-4a,8,13,13-tetramethyl-5-oxo-2a,3,4,4a,5,6,9, 10,11,12,12a,12bdodecahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxet-12-yl benzoate 
• 171781-02-5 C₄₈H₅₀F₃NO₁₆S 
• 171780-95-3 2'-O-acetyl-Δ^6,7-paclitaxel 
• 211572-24-6 C₅₃H₆₃NO₁₄Si 
• 165065-01-0 2'-O-(t-butyldimethylsilyl)-7β-O-trifluoromethanesulfonyl-paclitaxel 
• 165065-02-1 2'-O-(tert-butyldimethylsilyl)-6,7-dehydropaclitaxel 

Downstream Products

• 153212-75-0 6-α-hydroxy-7-α-paclitaxel 
• 171780-96-4 4-deacetoxy-4α-hydroxy-4β-hydroxymethyl-5α-acetoxy-Δ^6,7-20-O-seco-paclitaxel 

Relevant articles and documents

Crystallographic determination of the stereochemistry of C-6,7 epoxy paclitaxel

The Stereochemistry of C-6,7 epoxy paclitaxel was determined by single crystal X-ray analysis of the baccatin derivative to be 6α, 7α. This finding corrects the structure reported by Kingston et al based on NOE data and corrects the discrepancy reported f

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