810670-03-2

Basic information

• Product Name: Methyl (R)-3-acetamido-3-(4-chlorophenyl)propanoate
• Synonyms: (R)-methyl-3-acetamido-3-(4-chlorophenyl)propanoate;METHYL (R)-3-ACETAMIDO-3-(4-CHLOROPHENYL)PROPANOATE
• CAS NO: 810670-03-2
• Molecular Formula: C12H14ClNO3
• Molecular Weight: 255.7
• Mol File: 810670-03-2.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 435.6oC at 760 mmHg
• Flash Point: 217.3oC
• Appearance: /
• Density: 1.215g/cm3
• Vapor Pressure: 8.63E-08mmHg at 25°C
• Refractive Index: 1.526
• CAS DataBase Reference: Methyl (R)-3-acetamido-3-(4-chlorophenyl)propanoate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl (R)-3-acetamido-3-(4-chlorophenyl)propanoate(810670-03-2)
• EPA Substance Registry System: Methyl (R)-3-acetamido-3-(4-chlorophenyl)propanoate(810670-03-2)

Safety Data

• Hazardous Substances Data: 810670-03-2(Hazardous Substances Data)

Usage

General Description

Methyl (R)-3-acetamido-3-(4-chlorophenyl)propanoate is a chemical compound with the molecular formula C13H16ClNO3. It is a derivative of the natural amino acid phenylalanine, with the addition of an acetamido group and a methyl ester group. Methyl (R)-3-acetamido-3-(4-chlorophenyl)propanoate is commonly used in the synthesis of pharmaceuticals and as a reagent in organic chemistry. It has potential applications in the production of drugs and other biologically active compounds. The (R) configuration of the molecule indicates that it has a specific stereochemistry, which can impact its biological activity and interactions with other molecules. Overall, methyl (R)-3-acetamido-3-(4-chlorophenyl)propanoate has diverse potential uses in the fields of medicine, pharmacology, and chemical synthesis.

InChI:InChI=1/C12H14ClNO3/c1-8(15)14-11(7-12(16)17-2)9-3-5-10(13)6-4-9/h3-6,11H,7H2,1-2H3,(H,14,15)/t11-/m1/s1

Upstream product

• 552838-53-6 methyl 3-acetamido-3-(4-chlorophenyl)-2-propenoate 
• 434957-10-5 methyl (Z)-3-acetylamino-3-(p-chlorophenyl)acrylate 
• 22027-53-8 methyl 3-(4-chlorophenyl)-3-oxopropanoate 
• 108-24-7 acetic anhydride 
• 19947-39-8 3-amino-3-(4-chlorophenyl)propionic acid 
• 67-56-1 methanol 
• 1426822-63-0 C₁₃H₁₃ClF₃NO₃ 
• 104-88-1 4-chlorobenzaldehyde 
• 90956-85-7 ethyl 3-amino-3-(4-chlorophenyl)acrylate 
• 99-91-2 para-chloroacetophenone 

Relevant articles and documents

Nickel-catalyzed enantioselective hydrogenation of β-(acylamino)acrylates: Synthesis of chiral β-amino acid derivatives

The nickel-catalyzed asymmetric hydrogenation of β-(acylamino)acrylates has been developed, affording chiral β-amino acid derivatives with excellent yields (95-99% yield) and enantioselectivities (97-99% ee). With the Ni-Binapine system, high enantioselectivities (98-99% ee) have also been obtained in the hydrogenation of Z/E isomeric mixtures of β-alkyl and β-aryl β-(acylamino)acrylates. The synthesis of chiral β-amino acid derivatives on a gram scale has also been achieved with 0.2 mol % catalyst loading.

Highly efficient iridium-catalyzed asymmetric hydrogenation of unprotected β-enamine esters

A highly efficient and enantioselective hydrogenation of unprotected β-enamine esters catalyzed by Ir-(S,S)-f-Binaphane complex has been developed. This methodology provides straightforward access to free β-amino acids in high yields with excellent enantioselectivities up to 97% ee and high reactivities (TON > 5000).

Chiral 1-phenylethylamine-derived phosphine-phosphoramidite ligands for highly enantioselective Rh-catalyzed hydrogenation of β-(acylamino) acrylates: Significant effect of substituents on 3,3′-positions of binaphthyl moiety

A series of new chiral phosphine-phosphoramidite ligands with a 3,3′-substituted binaphthyl moiety were prepared from 1-phenylethylamine, and successfully applied in the Rh-catalyzed asymmetric hydrogenation of β-(acylamino)acrylates. The research disclosed that the substituents on the 3,3′-positions of binaphthyl moiety significantly influenced the enantioselectivity.