439813-57-7

Basic information

• Product Name: (2'R,3'S)-2'-ethoxyethyl-7-triethylsilyl taxol
• Synonyms: (2'R,3'S)-2'-ethoxyethyl-7-triethylsilyl taxol
• CAS NO: 439813-57-7
• Molecular Weight: 1040.29
• Mol File: 439813-57-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (2'R,3'S)-2'-ethoxyethyl-7-triethylsilyl taxol(CAS DataBase Reference)
• NIST Chemistry Reference: (2'R,3'S)-2'-ethoxyethyl-7-triethylsilyl taxol(439813-57-7)
• EPA Substance Registry System: (2'R,3'S)-2'-ethoxyethyl-7-triethylsilyl taxol(439813-57-7)

Safety Data

• Hazardous Substances Data: 439813-57-7(Hazardous Substances Data)

Upstream product

• 115437-21-3 7-(triethylsilyl)baccatin III 
• 115437-18-8 7-triethylsilyl-10-deacetylbaccatin III 
• 27548-93-2 baccatin III 
• 994-30-9 triethylsilyl chloride 
• 32981-86-5 10-deacetylbaccatin III 
• 75-36-5 acetyl chloride 
• 150665-56-8 7-O-triethylsilyl-13-keto baccatin III 
• 155588-21-9 7-triethylsilyl-13-dehydro-10-deacetylbaccatin III 
• 155588-12-8 C₃₁H₄₄O₁₁Si 
• 155588-11-7 C₂₉H₄₂O₁₀Si 
• 155588-19-5 C₂₈H₄₄O₉Si 

Downstream Products

• 33069-62-4 taxol 

Relevant articles and documents

SEMI-SYNTHETIC ROUTE FOR THE PREPARATION OF PACLITAXEL, DOCETAXEL, AND 10-DEACETYLBACCATIN III FROM 9-DIHYDRO-13-ACETYLBACCATIN III

A novel semisynthetic route has been provided in the preparation of docetaxel and paclitaxel. This new process involves the conversion of 9-dihydro-13-acetylbaccatinIII to docetaxel and paclitaxel by the step of converting 9-dihydro-13-acetylbaccatin III into 7-O-triethylsilyl-9,10-diketobaccatin III, and adding docetaxel and paclitaxel side chain precursors, respectively, to form a new class of taxane intermediates, such as 7-O-triethylsilyl-9,10-diketodocetaxel and 7-O-triethylsilyl-9,10-diketopaclitaxeltaxel. These new intermediates then by a series reduction, acetylation of the 10-hydroxyl position for paclitaxel and finally deprotection to yield docetaxel and paclitaxel, the most important anti-cancer drugs.

Total synthesis of Taxol. 1. Retrosynthesis, degradation, and reconstitution

A successful strategy for the enantioselective synthesis of the natural stereoisomer of Taxol (1) has been developed. This strategy utilized the convergent assembly of Taxol's central eight-membered B ring from preformed synthons for rings A (10) and C (9) followed by late introduction of the D ring and side chain. Degradative studies confirmed the viability of certain crucial manipulations including oxidation of the C13 position (35 → 3) and regioselective introduction of the C1-hydroxyl, C2-benzoyloxy moiety (29 → 31). Additionally, a convenient method for the large-scale production of 29, a derivative useful for C2 analog production, was developed.