144465-79-2

Basic information

• Product Name: 2-Azetidinone, 4-(4-fluorophenyl)-1-(4-methoxyphenyl)-3-[[tris(1-methylethyl)silyl]oxy]-, (3R,4S)-
• CAS NO: 144465-79-2
• Molecular Formula: C25H34FNO3Si
• Molecular Weight: 443.634
• Mol File: 144465-79-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-Azetidinone, 4-(4-fluorophenyl)-1-(4-methoxyphenyl)-3-[[tris(1-methylethyl)silyl]oxy]-, (3R,4S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Azetidinone, 4-(4-fluorophenyl)-1-(4-methoxyphenyl)-3-[[tris(1-methylethyl)silyl]oxy]-, (3R,4S)-(144465-79-2)
• EPA Substance Registry System: 2-Azetidinone, 4-(4-fluorophenyl)-1-(4-methoxyphenyl)-3-[[tris(1-methylethyl)silyl]oxy]-, (3R,4S)-(144465-79-2)

Safety Data

• Hazardous Substances Data: 144465-79-2(Hazardous Substances Data)

Upstream product

• 104-94-9 4-methoxy-aniline 
• 13154-24-0 triisopropylsilyl chloride 
• 673855-63-5 (+)-(3R,4S)-3-acetoxy-4-(4-fluorophenyl)-1-(4-methoxyphenyl)azetidin-2-one 
• 459-57-4 4-fluorobenzaldehyde 
• 925211-32-1 (3R,4S)-4-(4-fluorophenyl)-3-hydroxy-1-(4-methoxyphenyl)azetidin-2-one 
• 39769-08-9 N-(4-fluorobenzylidene)-4-methoxyaniline 
• 132127-27-6 (1R,2S)-2-phenyl-1-cyclohexyl<(triisopropylsilyl)oxy>acetate 

Downstream Products

• 172851-40-0 (3R,4S)-1-(4-fluorobenzoyl)-3-triisopropysilyloxy-4-(4-fluorophenyl)azetidin-2-one 
• 172851-39-7 (3R,4S)-1-tert-butoxycarbonyl-3-(1-triisopropysilyloxy)-4-(4-fluorophenyl)azetidin-2-one 
• 172851-54-6 (3R,4S)-3-hydroxy-4-(4-fluorophenyl)azetidin-2-one 
• 925211-38-7 2'-O-(triisopropyl)-3'-(p-fluorophenyl)-7-O-triethylsilyl-4-deacetyl-4-(d3-acetyl)-paclitaxel 
• 245657-98-1 (3R,4S)-1-benzoyl-3-(triisopropylsilyl)oxy-4-(p-fluorophenyl)azetidin-2-one 
• 172851-37-5 (3R,4S)-3-(triisopropylsilyloxy)-4-(4-fluorophenyl)azetidin-2-one 

Relevant articles and documents

Rotational-echo double-resonance NMR distance measurements for the tubulin-bound paclitaxel conformation

The important anticancer drug Taxol (paclitaxel, PTX) owes its unique activity to its ability to bind to tubulin in a stoichiometric ratio and promote its assembly into microtubules. The conformation of the microtubule-bound drug has been the focus of num

New and efficient approaches to the semisynthesis of taxol and its C-13 side chain analogs by means of β-lactam synthon method

Highly efficient chiral ester enolate-imine condensation giving 3-hydroxy-4-aryl-β-lactams with excellent enantiomeric purity is successfully applied to the asymmetric synthesis of the enantiomerically pure taxol C-13 side chain, N-benzoyl-(2R,3S)-3-phenyl-isoserine and its analogs. (3R,4S)-N-benzoyl-3-(1-ethoxyethoxy)-4-phenyl-2-azetidinone readily derived from the 3-hydroxy-4-phenyl-β-lactam is coupled with protected baccatin IIIs, followed by deprotection to give optically pure taxol and 10-deacetyl-7,10-bis(Troc)-taxol in good yields. Fully assigned 1H, 13C, and 2D (COSY and HETCOR) NMR spectra of taxol thus synthesized are shown and discussed.