100431-55-8

Basic information

• Product Name: (αR,βS)-β-(BenzoylaMino)-α-[[(2,2,2-trichloroethoxy)carbonyl]oxy]-benzenepropanoic 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-dodeca
• Synonyms: (αR,βS)-β-(BenzoylaMino)-α-[[(2,2,2-trichloroethoxy)carbonyl]oxy]-benzenepropanoic 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-dodeca;2'-O-{[(2,2,2,-Trichloroethyl)oxy]carbonyl Paclitaxel
• CAS NO: 100431-55-8
• Molecular Formula: C₅₀H₅₂Cl₃NO₁₆
• Molecular Weight: 1029.30398
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 100431-55-8.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility: Chloroform, Dichloromethane, Ethyl Acetate, Methanol
• CAS DataBase Reference: (αR,βS)-β-(BenzoylaMino)-α-[[(2,2,2-trichloroethoxy)carbonyl]oxy]-benzenepropanoic 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-dodeca(CAS DataBase Reference)
• NIST Chemistry Reference: (αR,βS)-β-(BenzoylaMino)-α-[[(2,2,2-trichloroethoxy)carbonyl]oxy]-benzenepropanoic 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-dodeca(100431-55-8)
• EPA Substance Registry System: (αR,βS)-β-(BenzoylaMino)-α-[[(2,2,2-trichloroethoxy)carbonyl]oxy]-benzenepropanoic 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-dodeca(100431-55-8)

Safety Data

• Hazardous Substances Data: 100431-55-8(Hazardous Substances Data)

Usage

Description

(αR,βS)-β-(BenzoylaMino)-α-[[(2,2,2-trichloroethoxy)carbonyl]oxy]-benzenepropanoic 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-dodeca is a complex organic compound with a unique molecular structure. It is characterized by its white solid appearance and is an intermediate in the synthesis of biologically active compounds.

Uses

Used in Pharmaceutical Industry:
(αR,βS)-β-(BenzoylaMino)-α-[[(2,2,2-trichloroethoxy)carbonyl]oxy]-benzenepropanoic 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-dodeca is used as an intermediate in the synthesis of biologically active compounds, specifically 7-Acetyl Paclitaxel (A187375), a derivative of the well-known chemotherapeutic agent Paclitaxel. (αR,βS)-β-(BenzoylaMino)-α-[[(2,2,2-trichloroethoxy)carbonyl]oxy]-benzenepropanoic 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-dodeca interacts with tubulin assemblies in the brain, making it a valuable asset in the development of new treatments for various types of cancer.
Used in Organic Synthesis:
In the field of organic synthesis, 2’-O-[(2,2,2,-Trichloroethyl)oxy]carbonyl Paclitaxel (cas# 100431-55-8) is a compound that serves as a useful building block for the creation of more complex molecules. Its unique structure and functional groups make it an attractive candidate for further chemical modifications and the development of novel compounds with potential applications in various industries, including pharmaceuticals, materials science, and agrochemicals.

Upstream product

• 33069-62-4 taxol 
• 17341-93-4 2,2,2-Trichloroethyl chloroformate 
• 33069-62-4 taxol 

Downstream Products

• 131966-76-2 2'-troc-7-(N,N-dimethylglycyl)taxol 
• 131966-77-3 7-(N,N-dimethylglycyl)taxol 
• 100431-56-9 7-oxotaxol 
• 100431-61-6 7-oxo-5,6-dehydro-5,O-secotaxol 
• 100431-62-7 Benzoic acid (1S,2S,3R,4S,6R,9S)-6-acetoxy-3-((S)-3-acetoxy-6-oxo-tetrahydro-pyran-3-yl)-9-((2R,3S)-3-benzoylamino-2-hydroxy-3-phenyl-propionyloxy)-1-hydroxy-4,8,11,11-tetramethyl-5-oxo-bicyclo[5.3.1]undec-7-en-2-yl ester 
• 382601-30-1 2'-(2,2,2-trichloroethoxycarbonyl)-7-(3-methyl-3-sulfanylbutyryl)paclitaxel 
• 382601-31-2 C₅₂H₅₉NO₁₅S 
• 382601-29-8 2'-(2,2,2-trichloroethoxycarbonyl)-7-[3-methyl-3-(2,4,6-trimethoxyphenylmethylsulfanyl)butyryl]paclitaxel 
• 100603-74-5 2'-<((2,2,2-trichloroethyl)oxy)carbonyl>-7-oxotaxol 

Relevant articles and documents

Combination of Paclitaxel and Nitric Oxide as a Novel Treatment for the Reduction of Restenosis

The combination of a nitric oxide (NO) donor and a paclitaxel-NO donor conjugate coated on a vascular stent was tested in a rabbit iliac artery model of stenosis as a potential therapy for restenosis. Paclitaxel was conjugated with a NO donor at the 7-pos

Synthesis and evaluation of some water-soluble prodrugs and derivatives of taxol with antitumor activity

The synthesis and evaluation of some 2'- and 7-amino acid derivatives of taxol (1) are reported. Reaction of taxol with N-protected amino acids gave 2'-N-protected amino acid esters of taxol. However, deprotection of the amino group and subsequent isolati

Modified Taxols. 2. Oxidation Products of Taxol

Oxidation of taxol (1) or substituted taxols with Jones' reagent under appropriate conditions yielded 7-oxotaxol (6), 2',7'-dioxotaxol (9), or 2'-oxo-7-acetyltaxol (12).Treatment of 7-oxotaxol with DBU or silica gel yielded a D-secotaxol derivative 14.Hydrogenation of the 2'-acetate derivative of 14 yielded the unstable diketone 16, while hydrogenation of 14 itself followed by workup in methanol gave the lactone 17.