128535-89-7

Basic information

• Product Name: (S)-2-Amino-1-(4-chlorophenyl)ethanol
• Synonyms: (S)-2-Amino-1-(4-chlorophenyl)ethanol;(+)-a-(Aminomethyl)-p-chlorobenzyl alcohol
• CAS NO: 128535-89-7
• Molecular Formula: C₈H₁₀ClNO
• Molecular Weight: 171.6241
• Product Categories: API intermediates
• Mol File: 128535-89-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 319.8 °C at 760 mmHg
• Flash Point: 147.2 °C
• Appearance: /
• Density: 1.26 g/cm³
• Vapor Pressure: 0.000138mmHg at 25°C
• Refractive Index: 1.587
• CAS DataBase Reference: (S)-2-Amino-1-(4-chlorophenyl)ethanol(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-Amino-1-(4-chlorophenyl)ethanol(128535-89-7)
• EPA Substance Registry System: (S)-2-Amino-1-(4-chlorophenyl)ethanol(128535-89-7)

Safety Data

• Hazardous Substances Data: 128535-89-7(Hazardous Substances Data)

Usage

General Description

(S)-2-Amino-1-(4-chlorophenyl)ethanol is a chemical compound with the formula C8H10ClNO. It is a chiral amino alcohol with a 4-chlorophenyl group attached to the carbon atom. (S)-2-Amino-1-(4-chlorophenyl)ethanol has potential applications in the pharmaceutical and chemical industries, particularly in the synthesis of biologically active molecules and pharmaceutical intermediates. It may also be used in the production of chiral catalysts and as a building block for the synthesis of complex organic molecules. Additionally, (S)-2-Amino-1-(4-chlorophenyl)ethanol may have medicinal applications, as it has been studied for its potential as a neuroprotective and anticancer agent.

InChI:InChI=1/C8H10ClNO/c9-7-3-1-6(2-4-7)8(11)5-10/h1-4,8,11H,5,10H2

Upstream product

• 357952-84-2 (S)-(+)-1-(4-Chlorophenyl)-2-(p-tolylsulfonyloxy)ethanol 
• 149342-40-5 N-(4-chloro-β-hydroxy-phenethyl)-acetamide 
• 536-38-9 4-chlorobenzoylmethyl bromide 
• 26086-60-2 2-azido-4'-chloroacetophenone 
• 5467-71-0 4-chlorophenacylamine hydrochloride 
• 6660-08-8 N-(2-(4-chlorophenyl)-2-oxoethyl)acetamide 
• 1073-67-2 4-vinylbenzyl chloride 
• 2788-86-5 (2S)-2-(4-chlorophenyl)oxirane 
• 297765-49-2 (S)-(+)-2-azido-1-(p-chlorophenyl)ethanol 
• 149285-94-9 Acetic acid (S)-2-acetylamino-1-(4-chloro-phenyl)-ethyl ester 
• 104-88-1 4-chlorobenzaldehyde 

Relevant articles and documents

One-pot combination of enzyme and Pd nanoparticle catalysis for the synthesis of enantiomerically pure 1,2-amino alcohols

One-pot combinations of sequential catalytic reactions can offer practical and ecological advantages over classical multi-step synthesis schemes. In this context, the integration of enzymatic and chemo-catalytic transformations holds particular potential for efficient and selective reaction sequences that would not be possible using either method alone. Here, we report the one-pot combination of alcohol dehydrogenase-catalysed asymmetric reduction of 2-azido ketones and Pd nanoparticle-catalysed hydrogenation of the resulting azido alcohols, which gives access to both enantiomers of aromatic 1,2-amino alcohols in high yields and excellent optical purity (ee >99%). Furthermore, we demonstrate the incorporation of an upstream azidolysis and a downstream acylation step into the one-pot system, thus establishing a highly integrated synthesis of the antiviral natural product (S)-tembamide in 73% yield (ee >99%) over 4 steps. Avoiding the purification and isolation of intermediates in this synthetic sequence leads to an unprecedentedly low ecological footprint, as quantified by the E-factor and solvent demand.

Synthesis of enantiopure 2-amino-1-phenyl and 2-amino-2-phenyl ethanols using enantioselective enzymatic epoxidation and regio- and diastereoselective chemical aminolysis

Several enantiopure 1,2-amino alcohols have been prepared by combining a stereoselective enzymatic epoxidation of styrenes with regio- and stereoselective chemical reactions. An interesting reactivity has been noted concerning the reaction of epoxides and NH3 under microwave activation.

Baker's Yeast Reduction of α-(Acylamino)acetophenones and Lipase Catalyzed Resolution of 2-Acylamino-1-arylethanols

Enzymatic reduction of α-acylaminoacetophenones with fermenting baker's yeast afforded optically active (R)-2-acylamino-1-arylethanols.Furthermore, lipase-catalyzed resolution of the 2-acylamino-1-arylethanols using vinyl acetate as an acyl donor resulted in the formation of (S)-1-acetoxy-2-acylamino-1-arylethanols and (R)-2-acylamino-1-arylethanols.