66423-08-3

Basic information

• Product Name: Propanoic acid, 2-[(methylsulfonyl)oxy]-, (S)-
• CAS NO: 66423-08-3
• Molecular Formula: C4H8O5S
• Molecular Weight: 168.171
• Mol File: 66423-08-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Propanoic acid, 2-[(methylsulfonyl)oxy]-, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Propanoic acid, 2-[(methylsulfonyl)oxy]-, (S)-(66423-08-3)
• EPA Substance Registry System: Propanoic acid, 2-[(methylsulfonyl)oxy]-, (S)-(66423-08-3)

Safety Data

• Hazardous Substances Data: 66423-08-3(Hazardous Substances Data)

Usage

General Description

Propanoic acid, 2-[(methylsulfonyl)oxy]-, (S)-, also known as S-methylsulfonylpropanoic acid, is an organic compound with the chemical formula C4H8O4S. It is a chiral molecule, meaning it has a non-superimposable mirror image, and the (S)-enantiomer is the biologically active form. Propanoic acid, 2-[(methylsulfonyl)oxy]-, (S)- is frequently used in the pharmaceutical industry as a chiral building block for the synthesis of various drugs and biologically active molecules. It is also widely used in organic synthesis and as a reagent in chemical reactions. Additionally, it has potential applications in the development of new materials and as a component in advanced functional polymers.

Upstream product

• 63696-98-0 methyl (2S)‐2‐[(methylsulfonyl)oxy]propanoate 
• 93281-24-4 isopropyl (S)-2-methanesulfonyloxypropanoate 
• 63696-99-1 (S)-ethyl 2-(methylsulfonyloxy)propanoate 

Downstream Products

• 10009-70-8 R-(+)-2-bromopropionic acid 
• 51146-56-6 (S)-ibuprofen 

Relevant articles and documents

PROCESS FOR PRODUCING OPTICALLY ACTIVE 2-SUBSTITUTED CARBOXYLIC ACID

The present invention relates to a process for efficiently producing an optically active 2-bromocarboxylic acid and an optically active 2-sulfonyloxycarboxylic acid, which are important in the production of medicinal compounds and so forth. An optically active 2-sulfonyloxycarboxylic acid ester is subjected to deprotection under acid conditions to obtain an optically active 2-sulfonyloxycarboxylic acid. A metal bromide is caused to act on the acid to brominate it with configuration inversion at position 2 to thereby produce an optically active 2-bromocarboxylic acid. The resultant optically active 2-bromocarboxylic acid is isolated/purified by subjecting it to a step in which the acid is crystallized and separated as a salt with a base. Thus, an optically active 2-bromocarboxylic acid having a high chemical purity and high optical purity can be produced.

Alkali metal fluorides as efficient fluorinating agents. Enantiocontrolled synthesis of 2-fluoroalkyl carboxylates and 1-fluoroalkyl benzenes

Potassium fluoride and cesium fluoride in formamide, N-methylformamide, or acetamide are efficient fluorinating agents. They can be used for the enantiocontrolled synthesis of 2-fluorocarboxylic acids 1a and 1-fluoroalkyl benzenes 1b from the correspondin

Preparation of α-arylalkanoic acids

Pharmaceutically useful optically active α-arylalkanoic acids or esters, ortho esters, or amides thereof are stereoselectively prepared by contacting an aryl magnesium Grignard reagent with an optically active α-substituted acyl halide to form the optically active aryl α-substituted alkyl ketone, which is ketalized and rearranged to the desired optically active α-arylalkanoic acid or the corresponding ester, ortho ester or amide. In an alternate embodiment, the aryl α-substituted alkyl ketone is reduced to the corresponding alkanol, which is rearranged to the α-arylalkanal. The alkanal so produced is converted to the desired optically active α-arylalkanoic acid by conventional methods.