32345-60-1

Basic information

• Product Name: 2-ChloroMandelic Acid Methyl Ester
• Synonyms: (S)-(-)-Methyl 2-(2-Chlorophenyl)-2-hydroxyacetate;(S)-Methyl 2-hydroxy-2-(2-chlorophenyl)acetate;(αS)-2-Chloro-α-hydroxy-benzeneacetic Acid Methyl Ester;Methyl (S)-o-ChloroMandelate;(S)-(+)-2-Chloromandelic acid methyl ester;(S)-2-Chloro-alpha-hydroxybenzeneacetic acid methyl ester;Methyl 2-Chloro-L-mandelate;Clopidogrel Hydroxy Impurity
• CAS NO: 32345-60-1
• Molecular Formula: C₉H₉ClO₃
• Molecular Weight: 200.61896
• Product Categories: Aromatics;Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 32345-60-1.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 297.7±25.0 °C(Predicted)
• Appearance: /
• Density: 1.316
• Refractive Index: 1.5400-1.5440
• PKA: 11.82±0.20(Predicted)
• CAS DataBase Reference: 2-ChloroMandelic Acid Methyl Ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ChloroMandelic Acid Methyl Ester(32345-60-1)
• EPA Substance Registry System: 2-ChloroMandelic Acid Methyl Ester(32345-60-1)

Safety Data

• Hazardous Substances Data: 32345-60-1(Hazardous Substances Data)

Usage

Chemical Properties

Light Yellow Oil

Upstream product

• 156276-21-0 rac-methyl 2-chloromandelate 
• 2743-38-6 O,O'-dibenzoyl-L-tartaric acid 
• 34966-49-9 methyl 2-chlorobenzoylformate 
• 67-56-1 methanol 
• 10421-85-9 (S)-2-chloromandelic acid 
• 683234-23-3 (S)-2-(2-chlorophenyl)-2-(trimethylsilyloxy)acetonitrile 
• 89-98-5 2-chloro-benzaldehyde 

Downstream Products

• 552843-48-8 (S)-(2-chloro-phenyl)-(1-methoxy-1-methyl-ethoxy)-acetic acid methyl ester 
• 1360923-54-1 (R)-methyl 2-(2-chlorophenyl)-2-(2-oxo-7,7a-dihydrothieno-[3,2-c]pyridin-5(2H,4H,6H)-yl)acetate 
• 1314081-73-6 (R)-methyl 2-(2-acetoxy-6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)-2-(2-chlorophenyl)acetate 

Relevant articles and documents

Synthetic studies of 7-oxygenated aporphine alkaloids: Preparation of (-)-oliveroline, (-)-nornuciferidine, and derivatives

7-Oxygenated aporphines 1-6 possessing anti-configurations have previously been reported. In order to explore their bioactivities, a synthesis was established by utilizing a diastereoselective reductive acid-mediated cyclization followed by palladium-catalyzed ortho-arylations. Moderate XPhos precatalyst loading (10 mol %) and short reaction times (30 min) were sufficient to mediate the arylations. Alkaloids 1-5 were successfully prepared, while (-)-artabonatine A was revised to syn-isomer 30. Consequently, (-)-artabonatine E likely also has a syn-configuration (31).

Identification of Novel 1-O-Substituted Aporphine Analogues as Potent 5-HT2C Receptor Agonists

The 5-HT2C receptor has emerged as a promising target in the treatment of a variety of central nervous system disorders. We have first identified aporphines as a new class of 5-HT2C receptor agonists. Structure-activity relationship

Improved apparent enantioselectivity of a hydrolase by sequential hydrolysis and racemization

Further improvement of the enantioselectivity of hydrolases with moderate enantioselectivity is of important significance to fulfill the requirement in industrial application. Herein, a strategy based on sequential hydrolysis and racemization was adopted, using esterase BioH from Escherichia coli as an example. After coupling with a mandelate racemase, the E value of esterase BioH toward methyl (S)-o-chloromandelate was enhanced from 73 to 162, demonstrating the effectiveness of this strategy.