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
• Article Data: 5

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

General Description

(S)-1-(2-Hydroxyphenyl)ethylamine, also known as N-(2-Hydroxyethyl)tyramine, is a chemical compound with a molecular formula C8H11NO. It is an organic compound and a naturally occurring trace amine within the human body. It is also found in certain food sources such as aged cheese, red wine, and chocolate. (S)-1-(2-Hydroxyphenyl)ethylamine has been studied for its potential role as a neuromodulator and its effects on the central nervous system. It is also being investigated for its potential use in pharmacological research and drug development. Overall, (S)-1-(2-Hydroxyphenyl)ethylamine is a compound of interest due to its potential biological and pharmacological significance.

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

• 89985-53-5 1-(2-hydroxyphenyl)ethylamine 
• 21895-22-7 2’-hydroxyacetophenone imine 
• 118-93-4 o-hydroxyacetophenone 
• 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

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

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.

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

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.