37504-79-3

Basic information

• Product Name: (R)-ethyl 3-acetoxy-3-phenylpropanoate
• Synonyms: (R)-ethyl 3-acetoxy-3-phenylpropanoate
• CAS NO: 37504-79-3
• Molecular Weight: 236.268
• Mol File: 37504-79-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (R)-ethyl 3-acetoxy-3-phenylpropanoate(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-ethyl 3-acetoxy-3-phenylpropanoate(37504-79-3)
• EPA Substance Registry System: (R)-ethyl 3-acetoxy-3-phenylpropanoate(37504-79-3)

Safety Data

• Hazardous Substances Data: 37504-79-3(Hazardous Substances Data)

Upstream product

• 72656-47-4 ethyl (R)-3-hydroxy-3-phenylpropanoate 
• 876-27-7 4-chlorophenyl acetate 
• 5764-85-2 Ethyl 3-hydroxy-3-phenylpropanoate 
• 108-24-7 acetic anhydride 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 100-52-7 benzaldehyde 
• 2768-42-5 (R)-3-phenyl-3-hydroxypropionic acid 
• 3480-87-3 3-hydroxy-3-phenylpropanoic acid 
• 108-05-4 vinyl acetate 

Relevant articles and documents

Access to optically pure β-hydroxy esters via non-enzymatic kinetic resolution by a planar-chiral DMAP catalyst

The development of new approaches to obtain optically pure β-hydroxy esters is an important area in synthetic organic chemistry since they are precursors of other high value compounds. Herein, the kinetic resolution of racemic β-hydroxy esters using a planar-chiral DMAP derivative catalyst is presented. Following this procedure, a range of aromatic β-hydroxy esters was obtained in excellent selectivities (up to s = 107) and high enantiomeric excess (up to 99% ee). Furthermore, the utility of the present method was demonstrated in the synthesis of (S)-3-hydroxy-N-methyl-3-phenylpropanamide, a key intermediate for bioactive molecules such as fluoxetine, tomoxetine or nisoxetine, in its enantiomerically pure form.

Thermomorphic system with non-fluorous phase-tagged Ru(BINAP) catalyst: Facile liquid/solid catalyst separation and application in asymmetric hydrogenation

The thermomorphic BINAP derivative 1 tagged with long alkyl chains was prepared from (S)-5,5′-diamino BINAP and applied to Ru-catalyzed asymmetric hydrogenation of β-ketoesters under homogeneous conditions in 3:1 (v/v) ethanol/ 1,4-dioxane at 60 °C with high enantioselectivity (up to 98% ee). Results indicated that the Ru(1) catalyst was easily recovered by simple cooling and precipitation and could be used for at least four cycles without any loss of enantioselectivity.

Enantioselective synthesis of beta-hydroxy acid derivatives via a one-pot aldol reaction-dynamic kinetic resolution.

[reaction: see text]. Combining dynamic kinetic resolution with an aldol reaction provides access to beta-hydroxy ester derivatives with high enantiomeric purity (up to 99% ee) in a one-pot procedure. Only simple starting materials are required in this enantioselective process, and preformation of a silyl enol ether is not necessary.