158722-23-7

Basic information

• Product Name: "7-(triMethylsilyl)-13-O-[((4S,5R)-2,4-diphenyl-4,5-dihydro oxazol-5-yl)carbonyl]baccatin Ⅲ
• Synonyms: "7-(triMethylsilyl)-13-O-[((4S,5R)-2,4-diphenyl-4,5-dihydro oxazol-5-yl)carbonyl]baccatin Ⅲ;7-(triMethylsilyl)-13-O-[((4S,5R)-;7-(Triethylsilyl)-13-o-[((4S,5R)-2,4-diphenyl-4,5-dihydrooxazol-5-yl)carbonyl]baccatin;(4S,5R)-4,5-Dihydro-2,4-diphenyl-5-oxazolecarboxylic acid (2aR,4S,4aS,6R,9S,11S,12S,12aR,12bS)-6,12b-bis(acetyloxy)-12-(benzoyloxy)-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-11-hydroxy-4a,8,13,13-tetramethyl-5-oxo-4-[(triethylsilyl)oxy]-7,11-methano-1H-cyclodeca[3,4]benz[1,2-b]oxet-9-yl ester;(N-1)Paxlitaxl intermediate 3
• CAS NO: 158722-23-7
• Molecular Formula: C₅₃H₆₃NO₁₃Si
• Molecular Weight: 950.15172
• Mol File: 158722-23-7.mol
• Article Data: 7

Chemical Properties

• Melting Point: 211-212 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• Boiling Point: 893.9±65.0 °C(Predicted)
• Appearance: /
• Density: 1.28±0.1 g/cm3(Predicted)
• PKA: 12.36±0.70(Predicted)
• CAS DataBase Reference: "7-(triMethylsilyl)-13-O-[((4S,5R)-2,4-diphenyl-4,5-dihydro oxazol-5-yl)carbonyl]baccatin Ⅲ(CAS DataBase Reference)
• NIST Chemistry Reference: "7-(triMethylsilyl)-13-O-[((4S,5R)-2,4-diphenyl-4,5-dihydro oxazol-5-yl)carbonyl]baccatin Ⅲ(158722-23-7)
• EPA Substance Registry System: "7-(triMethylsilyl)-13-O-[((4S,5R)-2,4-diphenyl-4,5-dihydro oxazol-5-yl)carbonyl]baccatin Ⅲ(158722-23-7)

Safety Data

• Hazardous Substances Data: 158722-23-7(Hazardous Substances Data)

Usage

General Description

7-(triMethylsilyl)-13-O-[((4S,5R)-2,4-diphenyl-4,5-dihydro oxazol-5-yl)carbonyl]baccatin Ⅲ is a chemical compound that contains a triMethylsilyl group and a oxazol-5-yl carbonyl group. It is a derivative of baccatin III, a natural product found in the Pacific yew tree and other yew species. Baccatin III is an important precursor in the semi-synthesis of paclitaxel, a widely used chemotherapy medication. The addition of the triMethylsilyl group and oxazol-5-yl carbonyl group to baccatin III may confer specific chemical and biological properties to the compound, potentially making it useful in drug development or other applications in the pharmaceutical and chemical industries.

Upstream product

• 115437-21-3 7-(triethylsilyl)baccatin III 
• 158722-22-6 (4S,5R)-2,4-diphenyl-4,5-dihydrooxazole-5-carboxylic acid 
• 186596-02-1 (4S,5R)-2,4-Diphenyl-4,5-dihydro-oxazole-5-carbothioic acid S-phenyl ester 
• 235432-36-7 3-N-benzoyl-4-phenyl-(4S,5R)-2,2-dioxo-1,2,3-oxathiazolidine carboxylic acid 
• 108-24-7 acetic anhydride 
• 260249-51-2 C₅₁H₆₁NO₁₂Si 
• 235432-37-8 (4S,5S)-2,4-diphenyl-1,3-oxazoline-5-carboxylic acid 
• 98-88-4 benzoyl chloride 
• 260249-50-1 C₄₄H₅₉NO₁₂Si 
• 260245-86-1 C₅₂H₆₂O₁₄Si 
• 260261-02-7 C₅₁H₆₃NO₁₃Si 
• 260249-46-5 C₅₉H₆₉NO₁₄Si 
• 260249-47-6 C₅₉H₆₇N₃O₁₄Si 
• 260249-52-3 C₅₉H₆₉NO₁₅Si 

Downstream Products

• 33069-62-4 taxol 
• 153652-62-1 C₄₇H₄₉NO₁₃ 
• 158800-38-5 C₄₇H₄₉NO₁₃ 
• 623149-03-1 2'-deoxy-2'-epi-acetylmercaptopaclitaxel 
• 623149-02-0 2'-deoxy-2'-epi-acetylmercapto-7-O-(triethylsilyl)paclitaxel 

Relevant articles and documents

THE METHOD FOR PRODUCTION OF SEMI-FINISHED PRODUCTS USEFUL IN SYNTHESIS OF PACLITAXEL

The method for production of the semi-finished products useful in synthesis of Paclitaxel with the generalized formula (2), characterized in that phenyl isoserine derivatives, or mixtures of their epimerides with various configurations on the carbon 2' or their salts, are treated with triazine type condensing agent, possible in the presence of tertiary amine, in medium of anhydrous organic solvent, and the triazine esters produced are treated with Baccatin III, in medium of anhydrous organic solvent, possible in the presence of a catalyst.

Synthesis of novel taxoid analogue containing sulfur group on C-13 side-chain: 2′-deoxy-2′-epi-mercaptopaclitaxel

Paclitaxel analogues with a thiol group in place of the hydroxyl group on the C-13 side-chain constitute an interesting avenue of research for the study of new taxoid compounds. A synthetic route for the preparation of 2′-deoxy-2′-epi-mercaptopaclitaxel w

A new semisynthesis of paclitaxel from Baccatin III

A new method for the semisynthesis of paclitaxel (Taxol) from baccatin III via a dioxo-oxathiazolidine intermediate is reported.