33877-16-6

Usage

Uses

Used in Pharmaceutical Industry:
(R)-1-Phenylethanethiol is used as a reagent for the synthesis of various pharmaceutical compounds. Its unique chiral configuration allows for the production of enantiomerically pure drugs, which can have different biological activities and reduce potential side effects.
Used in Organic Synthesis:
(R)-1-Phenylethanethiol is used as a building block in the synthesis of other organic compounds. Its strong, unpleasant odor and reactivity make it a versatile starting material for the preparation of various chemical products.
Used in Research and Development:
(R)-1-Phenylethanethiol is utilized in research and development for studying the properties and reactions of chiral compounds. Its unique configuration provides insights into the stereochemistry of chemical reactions and the development of new synthetic methods.

Upstream product

• 52053-61-9 di(α-methylbenzyl)disulfide 
• 585-71-7 (1-bromoethyl)benzne 
• 98-86-2 acetophenone 
• 109436-90-0 Dithiophosphorsaeure-O,O'-diisopropylester-S-(α-methyl-benzylester) 
• 672-65-1 (1-chloroethyl)benzene 
• 5769-02-8 2-methyl-2-phenyl[1,3]dithiolane 
• 32362-99-5 benzylthioacetate 
• 98-85-1 1-Phenylethanol 
• 64-04-0 phenethylamine 
• 33877-15-5 (R)-(+)-styrene sulfide 
• 54810-89-8 α-Isopropylamino-α-phenylpropionitril 
• 67385-07-3 S-(1-phenylethyl) ethanethioate 
• 64-19-7 acetic acid 
• 29850-82-6 (+/-)-(S)-(1-phenyl-ethyl)-isothiourea; hydrobromide 

Downstream Products

• 13125-70-7 (+-)-methyl-(1-phenyl-ethyl)-sulfide 
• 50999-18-3 racem.-bis-(1-phenyl-ethyl)-disulfide 
• 103-81-1 Benzeneacetamide 
• 67385-07-3 S-(1-phenylethyl) ethanethioate 
• 345927-66-4 (2,4-dinitro-phenyl)-(1-phenyl-ethyl)-sulfide 
• 20803-99-0 racemic 2-((1-phenylethyl)thio)acetic acid 
• 91970-39-7 2,4-Dimethyl-4-phenyl-3-thia-buttersaeure 
• 69543-90-4 α-Phenaethyl-thionitrit 
• 96418-50-7 S-<α-Methyl-benzylmercapto>-thioglykolsaeure-methylester 
• 69652-49-9 1-Phenaethyl-allylsulfid 
• 42383-85-7 C₉H₁₂N₂S₂ 
• 33691-99-5 1-(1-Phenyl-ethylsulfanyl)-propan-2-one 
• 113472-37-0 Methyl-phosphonodithioic acid S,S-bis-(1-phenyl-ethyl) ester 
• 113034-06-3 Phenyl-phosphonodithioic acid S,S-bis-(1-phenyl-ethyl) ester 

Relevant academic research and scientific papers

Accelerated reduction and solubilization of elemental sulfur by 1,2-aminothiols

Nucleophilic 1,2-aminothiol compounds readily reduce typically-insoluble elemental sulfur to polysulfides in both water and nonpolar organic solvents. The resulting anionic polysulfide species are stabilized through hydrogen-bonding interactions with the proximal amine moieties. These interactions can facilitate sulfur transfer to alkenes.

Kinetic Resolution of sec-Thiols by Enantioselective Oxidation with Rationally Engineered 5-(Hydroxymethyl)furfural Oxidase

Various flavoprotein oxidases were recently shown to oxidize primary thiols. Herein, this reactivity is extended to sec-thiols by using structure-guided engineering of 5-(hydroxymethyl)furfural oxidase (HMFO). The variants obtained were employed for the oxidative kinetic resolution of racemic sec-thiols, thus yielding the corresponding thioketones and nonreacted R-configured thiols with excellent enantioselectivities (E≥200). The engineering strategy applied went beyond the classic approach of replacing bulky amino acid residues with smaller ones, as the active site was additionally enlarged by a newly introduced Thr residue. This residue established a hydrogen-bonding interaction with the substrates, as verified in the crystal structure of the variant. These strategies unlocked HMFO variants for the enantioselective oxidation of a range of sec-thiols.

1-aryl ethanesulfonic acid and preparation method of its derivative

The invention provides 1-aryl ethanesulfonic acid and a preparation method of its derivative. The preparation method comprises the following steps that (a) 1-aryl halogensated ethane represented in aformula (I) and sodium hydrosulfide react to generate 1-

Phosphorus pentasulfide mediated conversion of organic thiocyanates to thiols

In this paper we report an efficient and mild procedure for the conversion of organic thiocyanates to thiols in the presence of phosphorus pentasulfide (P2S5) in refluxing toluene. The method avoids the use of expensive and hazardous transition metals and harsh reducing agents, as required by reported methods, and provides an attractive alternative to the existing methods for the conversion of organic thiocyanates to thiols.

Ligand dependence of the synthetic approach and chiroptical properties of a magic cluster protected with a bicyclic chiral thiolate

Chiral gold clusters stabilised by enantiopure thiolates were prepared, size-selected and characterised by circular dichroism and mass spectrometry. The product distribution is found to be ligand dependent. Au25 clusters protected with camphorthiol show clear resemblance of their chiroptical properties with their glutathionate analogue. The Royal Society of Chemistry 2012.

Synergistic organocatalysis in the kinetic resolution of secondary thiols with concomitant desymmetrization of an anhydride

Kinetic resolution is an important method for the separation of racemates into their component enantiomers. Thiols are precursors to a variety of organosulfur compounds, with high utility in both chemistry and chemical biology, yet there is a surprising dearth of methodologies for their direct and efficient catalytic kinetic resolution. Here, we demonstrate an organocatalytic process involving the highly enantioselective desymmetrization of an achiral electrophile with the simultaneous kinetic resolution of a racemic thiol. The preparative potential of the methodology is exemplified by the synthesis of a drug precursor antipode in excellent yield and enantioselectivity as a by-product of a process that also resolves a sec-thiol substrate with a selectivity of S = 226 (that is, both thiol antipodes produced in 95% ee at 51% conversion). In a second example a racemic sec-thiol representing the stereocentre-containing core of the anti-asthma drug (R)-Montelukast was resolved with synthetically useful selectivity under mild conditions.

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.

Flavour and fragrance compositions

Flavour and fragrance compositions comprising 1-mercapto-1-arylalkanes or derivatives thereof.

A general and mild synthesis of thioesters and thiols from halides

The conversion of a wide variety of halides to thioesters by reaction with potassium thiocetate under mild conditions is described, and the generality of the method is demonstrated.

Stereoelectronic effects and chiral recognition, II: Kinetic and thermodynamic control in the formation of chiral thioacetals and chiral thioethers

The ratio of diastereomers obtained from chiral thiols 2 was shown to be time-dependent both in thioacetal formation with lactol 1 (diastereomers 3/4) and in 1,4-addition to nitrostyrene 5 (diastereomers 6/7, 8/9). An interpretation based on stereoelectronic effects is presented to explain the similarity of the reaction pathways in both reactions. VCH Verlagsgesellschaft mbH, 1996.