85870-05-9

Basic information

• Product Name: 1-(4-methylphenylsulfonyl)propan-2-ol
• Synonyms: 1-(4-methylphenylsulfonyl)propan-2-ol
• CAS NO: 85870-05-9
• Molecular Weight: 214.285
• Mol File: 85870-05-9.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1-(4-methylphenylsulfonyl)propan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-methylphenylsulfonyl)propan-2-ol(85870-05-9)
• EPA Substance Registry System: 1-(4-methylphenylsulfonyl)propan-2-ol(85870-05-9)

Safety Data

• Hazardous Substances Data: 85870-05-9(Hazardous Substances Data)

Usage

Description

1-(4-methylphenylsulfonyl)propan-2-ol, belonging to the class of alcohols, is a chemical compound characterized by the presence of a sulfonyl group and a methyl group attached to a phenyl ring, along with a propan-2-ol moiety. It is recognized for its mild yet effective properties in various chemical reactions and has been explored for potential pharmacological and biological applications.

Uses

Used in Organic Synthesis:
1-(4-methylphenylsulfonyl)propan-2-ol is used as a reagent in the field of organic synthesis for its mild yet effective properties in facilitating a range of chemical reactions.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 1-(4-methylphenylsulfonyl)propan-2-ol is utilized as a compound of interest for potential pharmacological and biological applications, given its unique structural features and reactivity.
Used in Chemical Research:
1-(4-methylphenylsulfonyl)propan-2-ol is also employed in the chemical research industry as a subject of study to understand its properties, reactivity, and possible applications in the development of new materials or processes.

Upstream product

• 3112-87-6 1-methyl-4-(prop-2-ene-1-sulfonyl)benzene 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 75-56-9 methyloxirane 
• 91765-54-7 2-ethoxy-propyl p-tolyl sulphone 
• 5877-09-8 2-(4-methylphenylthio)-1-methylethanol 
• 75-07-0 acetaldehyde 
• 3185-99-7 Methyl p-tolyl sulfone 
• 98-59-9 p-toluenesulfonyl chloride 
• 32228-15-2 4-methylphenyl prop-1-enyl sulfone 
• 5366-49-4 4-toluenesulfonylacetone 
• 66623-35-6 1,2-Bis(4-methylphenylsulfonyl)propane 

Downstream Products

• 5366-49-4 4-toluenesulfonylacetone 
• 862249-95-4 acetic acid (R)-2-(4-methylphenyl)sulfonyl-1-methyl-ethyl ester 
• 106-48-9 4-chloro-phenol 

Relevant articles and documents

Efficient synthesis of an apremilast precursor and chiral β-hydroxy sulfones via ketoreductase-catalyzed asymmetric reduction

Ketoreductase (KRED)-catalyzed asymmetric reduction of prochiral ketones is an attractive method to synthesize chiral alcohols. Herein, two KREDs LfSDR1-V186A/E141I and CgKR1-F92I with complementary stereopreference were identified towards reduction of apremilast prochiral ketone intermediate 1a. LfSDR1-V186A/E141I exhibited >99% conversion and 99.2% ee yielding an apremilast chiral alcohol intermediate ((R)-2a) at 50 g L?1 substrate loading. Furthermore, we investigated the substrate scope of β-keto sulfones by using LfSDR1-V186A/E141I and CgKR1-F92I to produce both enantiomers of the corresponding β-hydroxy sulfones, with good-to-excellent conversion (up to >99%) and enantioselectivity (up to 99.9% ee) being obtained in most cases. Finally, the gram-scale synthesis of (R)-2a was performed by employing the crude enzyme of LfSDR1-V186A/E141I and BsGDH to afford the desired enantiomer with >99% conversion, 85.9% isolated yield and 99.2% ee. This study presents a biocatalytic strategy to synthesize chiral β-hydroxy sulfones.

Lipase-promoted dynamic kinetic resolution of racemic β-hydroxyalkyl sulfones

A series of racemic aryl β-hydroxyalkyl sulfones have been successfully transformed into the corresponding optically active O-acetyl derivatives in high yields (up to 80%) with enantiomeric excesses more than 99% using a dynamic kinetic resolution procedure, in which a lipase-promoted kinetic resolution is combined with a concomitant ruthenium-catalysed racemization of the substrates.

Sulfone Directed Rhodium Catalysed Hydroboration: Regiochemistry in Acyclic System

Rhodium catalysed hydroboration of allyl sulfones gave rise to Markownikoff product with high regioselectivity.