133511-37-2

Basic information

• Product Name: (S)-1-(2-Hydroxyphenyl)ethylamine
• Synonyms: (S)-1-(2-Hydroxyphenyl)ethylamine;Phenol, 2-[(1S)-1-aminoethyl]-;2-[(1S)-1-aMinoethyl]-
• CAS NO: 133511-37-2
• Molecular Formula: C₈H₁₁NO
• Molecular Weight: 137.179
• Product Categories: API intermediates
• Mol File: 133511-37-2.mol

Chemical Properties

• Boiling Point: 246.289 °C at 760 mmHg
• Flash Point: 102.752 °C
• Appearance: /
• Density: 1.097g/cm³
• Vapor Pressure: 0.017mmHg at 25°C
• Refractive Index: 1.573
• PKA: 9.99±0.35(Predicted)
• CAS DataBase Reference: (S)-1-(2-Hydroxyphenyl)ethylamine(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1-(2-Hydroxyphenyl)ethylamine(133511-37-2)
• EPA Substance Registry System: (S)-1-(2-Hydroxyphenyl)ethylamine(133511-37-2)

Safety Data

• Hazardous Substances Data: 133511-37-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research and Drug Development:
(S)-1-(2-Hydroxyphenyl)ethylamine is used as a research compound for its potential role as a neuromodulator, which may have implications for the development of new drugs targeting the central nervous system. Its presence in the human body and its effects on neurological processes make it a valuable subject for further investigation and potential therapeutic applications.
Used in Neurological Applications:
In the field of neurology, (S)-1-(2-Hydroxyphenyl)ethylamine is used as a neuromodulator for studying its effects on the central nervous system. Understanding its role in neurological processes could lead to the development of treatments for various neurological disorders and conditions.
Used in Food Industry:
(S)-1-(2-Hydroxyphenyl)ethylamine is found in certain food sources such as aged cheese, red wine, and chocolate. Its presence in these foods may contribute to their unique flavors and characteristics, making it an important compound for the food industry to study and understand for potential applications in food production and flavor enhancement.

InChI:InChI=1/C8H11NO/c1-6(9)7-4-2-3-5-8(7)10/h2-6,10H,9H2,1H3/t6-/m0/s1

Upstream product

• 118-93-4 o-hydroxyacetophenone 
• 21895-22-7 2’-hydroxyacetophenone imine 
• 89985-53-5 1-(2-hydroxyphenyl)ethylamine 
• 21895-22-7 2-(1-iminoethyl)phenol 
• 5533-04-0 2-(methoxymethoxy)benzaldehyde 
• 757195-48-5 (1R)-2-[({(1S)-1-[2-(methoxymethoxy)phenyl]ethyl}amino)oxy]-1-phenylethanol 
• 757195-19-0 2-(methoxymethoxy)benzaldehyde O-[(2R)-2-hydroxy-2-phenylethyl]oxime 
• 757195-50-9 (1S)-1-[2-(methoxymethoxy)phenyl]ethanamine 

Downstream Products

• 261172-40-1 (R)-1-[(S)-1-(2-Methoxy-phenyl)-ethyl]-5-(4-oxo-decyl)-pyrrolidin-2-one 
• 261172-41-2 1-{(R)-1-[(S)-1-(2-Methoxy-phenyl)-ethyl]-pyrrolidin-2-yl}-decan-4-one 
• 261172-39-8 (S)-1-[(S)-1-(2-Methoxy-phenyl)-ethyl]-5-((E)-4-oxo-dec-2-enyl)-pyrrolidin-2-one 
• 261172-36-5 (S)-1-[(S)-1-(2-Methoxy-phenyl)-ethyl]-5-((E)-4-oxo-hept-2-enyl)-pyrrolidin-2-one 
• 261172-37-6 (R)-1-[(S)-1-(2-Methoxy-phenyl)-ethyl]-5-(4-oxo-heptyl)-pyrrolidin-2-one 
• 261172-38-7 1-{(R)-1-[(S)-1-(2-Methoxy-phenyl)-ethyl]-pyrrolidin-2-yl}-heptan-4-one 
• 261172-34-3 (S)-5-Allyl-1-[(S)-1-(2-methoxy-phenyl)-ethyl]-pyrrolidin-2-one 
• 261172-32-1 (S)-5-Allyl-1-[(S)-1-(2-hydroxy-phenyl)-ethyl]-pyrrolidin-2-one 
• 261172-35-4 {(S)-1-[(S)-1-(2-Methoxy-phenyl)-ethyl]-5-oxo-pyrrolidin-2-yl}-acetaldehyde 
• 261172-30-9 1-[(S)-1-(2-Hydroxy-phenyl)-ethyl]-pyrrolidine-2,5-dione 

Relevant articles and documents

Ruthenium-Catalyzed Direct Asymmetric Reductive Amination of Diaryl and Sterically Hindered Ketones with Ammonium Salts and H2

A Ru-catalyzed direct asymmetric reductive amination of ortho-OH-substituted diaryl and sterically hindered ketones with ammonium salts is reported. This method represents a straightforward route toward the synthesis of synthetically useful chiral primary diarylmethylamines and sterically hindered benzylamines (up to 97 % yield, 93–>99 % ee). Elaborations of the chiral amine products into bioactive compounds and a chiral ligand were demonstrated through manipulation of the removable and convertible -OH group.

Direct enantioseparation of 1-(2-hydroxyphenyl) ethylamines via diastereomeric salt formation: Chiral recognition mechanism based on the crystal structure

In this study, the direct enantioseparation of unprotected 1-(2-hydroxyphenyl)ethylamines (1a and 1b) via diastereomeric salt formation is reported. After the one-pot synthesis of racemic 1, the screening of seven acidic chiral resolving agents showed tha

Design and synthesis of chiral oxathiozinone scaffolds: Efficient synthesis of hindered enantiopure sulfinamides and sulfinyl ketimines

Is that S-O? The title scaffolds have a highly active and properly differentiated S-O bond for the efficient synthesis of enantiopure sulfinamides. The method is practical, green, and has the potential to provide an economical commercial process for the synthesis of bulky sulfinamides. Copyright

Chiral phosphoric acid-catalyzed enantioselective transfer hydrogenation of ortho-hydroxyaryl alkyl N - H ketimines

The first enantioselective chiral phosphoric acid-catalyzed transfer hydrogenation of unprotected ortho-hydroxyaryl alkyl N - H ketimines using Hantszch di-tert-butyl ester as a reductant is reported. A variety of ortho-hydroxybenzylamines were obtained in good to excellent yields and enantiomeric excesses.

Enantioselective synthesis of primary 1-(aryl)alkylamines by nucleophilic 1,2-addition of organolithium reagents to hydroxyoxime ethers and application to asymmetric synthesis of G-protein-coupled receptor ligands

(E)-Arylaldehyde oxime ethers bearing a (1S)-2-hydroxy-1-phenylethyl or (2R)-1-hydroxy-2-phenylethyl group as a chiral auxiliary, both derived from a single precursor, methyl (R)-mandelate, underwent nucleophilic addition with organolithium reagents via six-membered chelates to give the diastereomerically enriched (R)- and (S)-adducts, respectively, which, after chiral auxiliary removal by reductive N-O bond cleavage, led to the corresponding (R)- and (S)-1-(aryl)ethylamines. This organolithium addition protocol using methyllithium was applied in an enantiodivergent fashion to the preparation of both enantiomers of 1-(2-hydroxyphenyl)ethylamine, which has been previously used as an efficient chiral auxiliary for the synthesis of natural products in this laboratory. The synthetic utility of this methodology involving diastereoselective methyl addition was demonstrated by further application to the asymmetric synthesis of a new type of calcium receptor agonist (calcimimetics), (R)-(+)-NPS R-568 and its thio analogue. Furthermore, diastereoselective vinylation was accomplished by application of the hydroxy oxime ether-based protocol using vinyllithium, which allowed the development of the enantioselective synthesis of the NK-1 receptor antagonists, (+)-CP-99,994 and (+)-CP-122,721.