13649-97-3

Basic information

• Product Name: 5(4H)-Oxazolone, 2-methyl-4-(phenylmethyl)-, (S)-
• CAS NO: 13649-97-3
• Molecular Formula: C11H11NO2
• Molecular Weight: 189.214
• Mol File: 13649-97-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 5(4H)-Oxazolone, 2-methyl-4-(phenylmethyl)-, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 5(4H)-Oxazolone, 2-methyl-4-(phenylmethyl)-, (S)-(13649-97-3)
• EPA Substance Registry System: 5(4H)-Oxazolone, 2-methyl-4-(phenylmethyl)-, (S)-(13649-97-3)

Safety Data

• Hazardous Substances Data: 13649-97-3(Hazardous Substances Data)

Usage

Chemical class

Oxazolone

Chirality

Chiral molecule with (S)-enantiomer being the active form

Potential applications

pharmaceutical industry, particularly in drug development

Unique stereochemical properties

valuable building block for synthesis of biologically active molecules

Upstream product

• 2901-75-9 (R,S)-N-acetyl phenylalanine 
• 2018-61-3 (S)-2-acetylamino-3-phenylpropanoic acid 
• 63-91-2 L-phenylalanine 
• 108-24-7 acetic anhydride 

Downstream Products

• 18934-60-6 N-[(S)-1-(N'-Methyl-hydrazinocarbonyl)-2-phenyl-ethyl]-acetamide 
• 87783-58-2 2-(acetylamino)-N-(phenylmethyl)benzenepropanamide 
• 87784-07-4 2-methyl-4-benzyl-5-oxazole 
• 87784-08-5 2-methyl-4-benzyl-5-(N-((p-benzyloxyphenyl)ethyl)acetamido)oxazole 
• 87783-62-8 2-methyl-4-benzyl-5-(N-benzyltrifluoroacetamido)oxazole 
• 87784-06-3 2-methyl-4-benzyl-5-(trifluoroacetamido)oxazole 
• 87783-75-3 2-methyl-4-benzyl-5-acetamidooxazole 
• 35805-57-3 Ac-(S)-Phe-(S)-PheOEt 
• 60671-67-2 ethyl N-acetyl-L-phenylalanyl-L-alaninate 
• 791073-58-0 Ac-(R)-Phe-(S)-AlaOEt 
• 61884-22-8 SS-acetylphenylalanine α-phenylethylamide 
• 18934-57-1 N-acetyl-L-phenylalaninehydrazide 
• 7376-90-1 N-acetyl-L-phenylalanine amide 
• 2901-75-9 (R,S)-N-acetyl phenylalanine 

Relevant articles and documents

A mild and efficient protocol for the conversion of carboxylic acids to olefins by a catalytic decarbonylative elimination reaction

A new method for the conversion of aliphatic carboxylic acids to olefins under unprecedented mild conditions is disclosed, wherein the carboxylic acids are converted in situ with pivalic anhydride to the mixed anhydrides, which regioselectively add to a PdCl2-DPE-Phos catalyst. At a temperature of only 110°C, smooth decarbonylation and β-hydride elimination occur, and the corresponding olefins along with CO, CO2 and pivalic acid are liberated.

ASYMMETRIC SYNTHESIS OF AMINO ACIDS VIA THE CATALYTIC REDUCTION OF SUBSTITUTED ACYLAMINOACRYLIC ACID AZLACTONES. 26. AMINOLYSIS OF 2-METHYL-4-BENZYLOXAZOLIN-5-ONE UPON REACTION WITH S-PHENYLALANINE DERIVATIVES

The kinetics of aminolysis and racemization of 2-methyl-4-benzyloxazolin-5-one upon reaction with S-phenylalanine methyl ester have been studied in dimethoxyethane solvent.The rates of aminolysis and racemization are comparable.Addition of an achiral component, namely Et3N, to the reaction mixture, however, dramatically increases the rate of racemization.The presence of Et3N also increases the ratio of rate constants for the formation of RS- and SS-diastereomers, which determines the reaction stereoselectivity.

Heterocycles as Masked Diamide/Dipeptide Equivalents. Formation and Reactions of Substituted 5-(Acylamino)oxazoles as Intermediates en route to the Cyclopeptide Alkaloids

A variety of novel 2,4-dialkyl-5-(acylamino)oxazoles have been prepared by using either amide nitriles or diamides/dipeptides as starting materials.Ring closure calls for the use of trifluoroacetic acid/trifluoroacetic acid anhydride or an acid halide in