86963-40-8

Usage

Uses

Used in Pharmaceutical Industry:
(R)-alpha-Methylbenzenemethanesulfonic acid is used as a chiral resolving agent for the synthesis of enantiomerically pure compounds, which are essential in the development of single-enantiomer drugs. Its ability to induce asymmetry in reactions is crucial for producing pharmaceuticals with desired biological activities and minimizing side effects.
Used in Agrochemical Industry:
In the agrochemical sector, (R)-alpha-Methylbenzenemethanesulfonic acid serves as a catalyst in the synthesis of chiral pesticides and other agrochemicals. This ensures that the final products have the correct stereochemistry for optimal biological activity and selectivity towards target pests, reducing potential environmental impact.
Used in Fine Chemicals Industry:
(R)-alpha-Methylbenzenemethanesulfonic acid is utilized as a catalyst in the production of fine chemicals, which are high-purity chemicals used in various applications such as fragrances, flavors, dyes, and specialty materials. Its role in asymmetric synthesis helps to produce enantiomerically pure fine chemicals with specific properties required for their intended applications.
Used in Organic Synthesis:
As a catalyst in organic synthesis, (R)-alpha-Methylbenzenemethanesulfonic acid is employed to accelerate reactions and improve yields in the synthesis of various organic compounds. Its chiral nature allows it to selectively promote certain reaction pathways, leading to the formation of desired products with specific stereochemistry.
Used in Laboratory and Industrial Applications:
(R)-alpha-Methylbenzenemethanesulfonic acid is available from various chemical suppliers for use in both laboratory and industrial settings. Its versatility as a chiral resolving agent and catalyst makes it a valuable tool in research and development, as well as in large-scale chemical production.

Upstream product

• 33877-16-6 (R)-(+)-1-phenylethyl sulphide 
• 33877-11-1 1-Phenylethanethiol 
• 1939-99-7 benzenesulfonyl chloride 
• 5877-96-3 methyl α-phenylmethanesulfonate 
• 29850-82-6 (+/-)-(S)-(1-phenyl-ethyl)-isothiourea; hydrobromide 
• 98-85-1 1-Phenylethanol 
• 412021-12-6 Phenyl-methanesulfonic acid (3aR,5R,6R,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester 
• 424839-30-5 (R)-1-Phenyl-ethanesulfonic acid (3aR,5R,6R,6aR)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester 

Relevant academic research and scientific papers

Rh/Wudaphos-Catalyzed Asymmetric Hydrogenation of Sodium α-Arylethenylsulfonates: A Method to Access Chiral α-Arylethylsulfonic Acids

A highly enantioselective hydrogenation of various sodium α-arylethenylsulfonates catalyzed by Rh/chiral ferrocenyl bisphosphorus ligand (Wudaphos) was successfully developed to construct a series of chiral α-arylethylsulfonic acids in the presence of CF3SO3H with full conversion and good to excellent enantioselectivity (>99% conversion, up to 96% ee) under mild reaction conditions for the first time. Moreover, the control experiment results showed that the non-covalent ion pair interaction between the α-arylethenylsulfonic acid and the Wudaphos ligand plays an important role in this asymmetric hydrogenation system.

Efficient asymmetric synthesis of α-alkylated benzylic methyl sulfonates

The first highly efficient auxiliary-controlled synthesis of various α-substituted sulfonic acid derivatives is described. Alkyl or aryl halides were reacted with lithiated benzylic sulfonic esters bearing 1,2:5,6-di-O-isopropylidene-α-d-allofuranose as a

Dutch Resolution: Separation of enantiomers with families of resolving agents. A status report

Dutch Resolution is the term given to the use of mixtures (families) of resolving agents in classical resolutions. In this status report an overview is given of the latest results and new (possible) families of resolving agents are introduced. The concept of families is discussed as well as the factors that come into play on use of families. Practical aspects of Dutch Resolution in particular and resolutions in general are discussed.

The first highly efficient asymmetric synthesis of α-substituted methyl sulfonates

The right choice of sugar auxiliary led to a breakthrough in the first asymmetric α-alkylations of sulfonic acid esters (see scheme). The high asymmetric inductions were reached with 1,2:5,6-di-O-isopropyliden-α-D-allofuranose as the auxiliary group, whic