41103-87-1

Usage

General Description

2-[(4-methylphenyl)sulfinyl]-1-phenylethanol, also known as modafinil, is a medication used to treat narcolepsy, shift work sleep disorder, and obstructive sleep apnea. It works by increasing wakefulness and decreasing excessive daytime sleepiness. Modafinil is a central nervous system stimulant that affects certain neurotransmitters in the brain, specifically dopamine, norepinephrine, and histamine. It is considered a Schedule IV controlled substance due to its potential for abuse and addiction. Common side effects of modafinil include headache, nausea, nervousness, and difficulty sleeping. It has a low risk of dependence compared to other stimulants, making it a popular option for treating sleep disorders.

Upstream product

• 1519-39-7 (R)-methyl p-tolyl sulfoxide 
• 100-52-7 benzaldehyde 
• 52154-24-2 (R)-p-tolylsulfinylacetophenone 
• 934-72-5 Methyl p-tolyl sulfoxide 
• 61735-44-2 1-Chloro-1-phenyl-2-(toluenesulfinyl)ethan 
• 100-42-5 styrene 
• 106-45-6 para-thiocresol 
• 17530-89-1 p-tolyl phenacyl sulphoxide 

Downstream Products

• 52834-89-6 (2RS,3SR)-2-amino-3-methoxy-3-phenyl-propionic acid 
• 19190-53-5 2-methoxy-2-phenylacetaldehyde 
• 50911-27-8 carbamoyl(phenyl)methyl acetate 
• 4410-31-5 (RS)-mandelamide 
• 33046-45-6 1-phenyl-2-(p-tolylthio)ethanone 
• 54755-89-4 benzoyl(4-methylphenylthio)methyl acetate 
• 54755-95-2 2-oxo-1-phenyl-2-(phenylamino)ethyl acetate 
• 54755-88-3 S-(p-Tolyl)-2-acetoxy-2-phenylthioacetat 
• 20780-54-5 (S)-styrene oxide 
• 20780-53-4 (R)-Styrene oxide 
• 42330-51-8 rac-(R)-1-phenyl-2-(p-tolylthio)ethan-1-ol 
• 17530-89-1 p-tolyl phenacyl sulphoxide 
• 52948-88-6 1,2-Diacetoxy-2-phenylethyl-p-tolylsulfid 

Relevant academic research and scientific papers

Br?nsted acid-catalyzed chemodivergent reactions of: Ortho -mercaptobenzyl alcohols with 3-alkyl-2-vinylindoles and styrenes: [5+2] cyclization versus hydroxysulfenylation

Chemodivergent [5+2] cyclization and hydroxysulfenylation reactions of ortho-mercaptobenzyl alcohols with 3-alkyl-2-vinylindoles and styrenes were established in the presence of Br?nsted acid, which provide efficient methods for constructing benzoxathiepi

Efficient asymmetric synthesis of aryl difluoromethyl sulfoxides and their use to access enantiopure α-difluoromethyl alcohols

The -CHF2 moiety has shown a growing interest in pharmaceutical and agrochemical applications over the last few years. Its introduction is therefore a current research topic for organic chemists. Several groups have reported the synthesis of di

Solvent-enabled radical selectivities: Controlled syntheses of sulfoxides and sulfides

Controlling selectivity is of central importance to radical chemistry. However, the highly reactive and unstable radical intermediates make this task especially challenging. Herein, a strategy for taming radical redox reactions has been developed, in which solvent-bonding can alter the reactivity of the generated radical intermediates and thereby drastically alter the reaction selectivity at room temperature. Various β-oxy sulfoxides and β-hydroxy sulfides can be facilely obtained, some of which are difficult to synthesize by existing methods. Notably, neither a metal catalyst nor any further additives are necessary in these processes. Solvent selection alters the reactivity of the generated reaction intermediate and drastically switches the reaction selectivity under simple and mild conditions. Various β-oxy sulfoxides and β-hydroxy sulfides could be facilely obtained from readily available starting materials. Importantly, neither a metal catalyst nor an additional additive was necessary in these transformations.

Lithiated sulfoxides: α-Sulfinyl functionalized carbanions

Reactions of alkyl aryl sulfoxides H-CRR′S(O)Ar with n-BuLi-TMEDA (TMEDA = N,N,N′,N′-tetramethylethylenediamine) afforded α-sulfinyl functionalized alkyl aryl lithium compounds of the type [Li2{CRR′S(O)Ar}2(TMEDA)2] (1, R/

A novel sulfinylation of alkenes by tosyl cyanide with titanium(IV) chloride

Tosyl cyanide is activated by titanium(IV) chloride to generate a tolylsulfinyl chloride equivalent, which readily stereo- and regio- specifically adds to certain alkenes to provide β-chlorosulfoxides. These chlorides rapidly hydrolyse on silica gel to provide β-hydroxysulfoxides in stereocontrolled manner.

REDUCTION OF β-HYDROXYSULFOXIDES: APPLICATION TO THE SYNTHESIS OF OPTICALLY ACTIVE EPOXIDES

β-hydroxysulfoxides of opposite stereochemistry can be prepared in very high diastereoisomeric excesses (90 to 95 percent) by reduction of β-ketosulfoxides with DIBAL or DIBAL/ZnCl2.A very efficient method to transform these reduction products into optically active epoxides is also described.

INFLUENCE DE LA NATURE DU LIGAND AROMATIQUE SUR L'INDUCTION ASYMETRIQUE OBSERVEE LORS DE L'ADDITION D'ARYLMETHYLSULFOXYDES SUR DES CARBONYLES

The presence of an orthopyridyl substituent instead of a p-Tolyl on a chiral sulfoxide group increased drastically the asymmetric induction observed during the addition of arylmethylsulfoxide on carbonyl compounds.

AN EFFICIENT 1,3-ASYMMETRIC INDUCTION ACCOMPANIED WITH EPIMERIZATION AT THE 2-POSITION. STEREOSELECTIVE REDUCTION OF α-SUBSTITUTED β-KETO SULFOXIDES UNDER BASIC CONDITIONS

An efficient 1,3-asymmetric induction was realized in the reduction of β-keto sulfoxides having various α-substituents with NaBH4 under basic conditions and, by the application of this induction, (R)-α-acetoxyphenylacetaldehyde was synthesized.