455878-44-1

Basic information

• Product Name: Acetic acid, (1-methylethoxy)-, (1S)-1-methyl-1-[4-(methylsulfonyl)benzoyl]propyl ester
• CAS NO: 455878-44-1
• Molecular Formula: C17H24O6S
• Molecular Weight: 356.44
• Mol File: 455878-44-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Acetic acid, (1-methylethoxy)-, (1S)-1-methyl-1-[4-(methylsulfonyl)benzoyl]propyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Acetic acid, (1-methylethoxy)-, (1S)-1-methyl-1-[4-(methylsulfonyl)benzoyl]propyl ester(455878-44-1)
• EPA Substance Registry System: Acetic acid, (1-methylethoxy)-, (1S)-1-methyl-1-[4-(methylsulfonyl)benzoyl]propyl ester(455878-44-1)

Safety Data

• Hazardous Substances Data: 455878-44-1(Hazardous Substances Data)

Upstream product

• 455878-42-9 (S)-2-hydroxy-2-methyl-1-[4-(methylthio)phenyl]butan-1-one 
• 455878-41-8 (S)-2-hydroxy-2-methyl-1-(pyrrolidin-1-yl)butan-1-one 
• 33445-07-7 2-isopropoxyacetic acid 
• 37505-07-0 (S)-2-hydroxy-2-methylbutyric acid 
• 190966-58-6 (1R,2S)-1-(1-Ethoxy-ethoxy)-1-(4-methanesulfonyl-phenyl)-2-methyl-butan-2-ol 
• 189956-10-3 (S)-2-[(R)-(1-Ethoxy-ethoxy)-(4-methanesulfonyl-phenyl)-methyl]-2-methyl-oxirane 
• 189956-09-0 (R)-(4-Methanesulfonyl-phenyl)-((S)-2-methyl-oxiranyl)-methanol 
• 189956-08-9 (S)-2-Methyl-1-(4-methylsulfonylphenyl)-prop-2-en-1-ol 
• 189955-79-1 2-bromo-2-methyl-1-[4-(methylsulfonyl)phenyl]propan-1-one 
• 516453-68-2 2-methyl-1-[4-(methylsulfonyl)phenyl]prop-2-en-1-one 
• 189956-13-6 (S)-2-hydroxy-2-methyl-1-[4-(methylsulfonyl)phenyl]butan-1-one 
• 455878-43-0 (S)-1-ethyl-1-methyl-2-[(4-methylthio)phenyl]-2-oxoethyl 2-(1-methylethoxy)acetate 

Downstream Products

• 189954-93-6 (S)-5-ethyl-5-methyl-3-(1-methylethoxy)-4-[(4-methylsulfonyl)phenyl]-3-oxolen-2-one 

Relevant articles and documents

An approach for the enantioselective synthesis of biologically active furanones from a Morita-Baylis-Hillman adduct

Herein, we disclose an approach for the asymmetric synthesis of both enantiomers of an anti-inflammatory furanone. The approach is based on the utilization of a Morita-Baylis-Hillman adduct as starting material and has as key step a selective epoxide-opening/benzylic oxidation mediated by Palladium (II). This sequence afforded an advanced intermediate, which was used to accomplish the total synthesis. Experimental evidences allowed us to suggest a mechanistic proposal for the oxidation Palladium(II)-mediated.

Discovery of a potent and selective COX-2 inhibitor in the alkoxy lactone series with optimized metabolic profile.

The COX-2 inhibitor DFP [5,5-dimethyl-3-(2-propoxy)-4-methanesulfonylphenyl)-2(5H)-furanone] was found to have a long half-life in humans. Analogues have been characterized in order to optimize pharmacokinetics. This has lead to the discovery of 5(S)-(5-ethyl-5-methyl-3-(2-propoxy)-4-methanesulfonylphenyl)-2(5H)-furanone analogue 11 a potent and selective COX-2 inhibitor which is metabolized to a greater extent than DFP upon incubation with rat and human hepatocytes, suggesting a shorter half-life in humans.