A new application about (4S,5R)-4-Methyl-5-phenyloxazolidin-2-one

Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. Product Details of 16251-45-9, If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 16251-45-9, in my other articles.

One of the major reasons for studying chemical kinetics is to use measurements of the macroscopic properties of a system, Product Details of 16251-45-9, such as the rate of change in the concentration of reactants or products with time.In a article, mentioned the application of 16251-45-9, Name is (4S,5R)-4-Methyl-5-phenyloxazolidin-2-one, molecular formula is C10H11NO2

Highly selective asymmetric synthesis of 2-hydroxy fatty acid methyl esters through chiral oxazolidinone carboximides

Highly selective asymmetric synthesis of 2-hydroxy fatty acid methyl esters has been accomplished through chiral imide enolates. Five chiral oleic acid imides were prepared by reaction of oleic acid with pivaloyl chloride followed by reaction with five different lithiated chiral oxazolidinones including (R)-(+)-4-benzyl-2-, (S)-(-)-4-benzyl-2-, (4R, 5S)-(+)-4-methyl-5-phenyl-2-, (4S, SR)-(-)-4-methyl-5-phenyl-2-, and (R)-(+)-4-isopropyl-2-oxazolidinones in 88-92% yields. The chiral imides were reacted with NaN(Me3Si)2 at -78C to give enolates, which subsequently reacted with 2-(phenylsulfonyl)-3-phenyloxaziridine to give hydroxylated products in 78-83% yields. Methanolysis of the hydroxylated products with magnesium methoxide gave methyl 2-hydroxyoleate. Enantiomeric excesses (ee) of the products were determined to be very high (98-99% ee) by 1H nuclear magnetic resonance study after esterification of the hydroxy group with (S)-(+)-O-acetylmandelic acid. Enantioselective hydroxylation of other fatty acids including elaidic, petroselinic, vaccenic, and linoleic was evaluated under the similar conditions using (4R, 5S)-(+)-4-methyl-5-phenyl-2-oxazolidinone as a chiral auxiliary to give 98% ee values for all cases.

Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. Product Details of 16251-45-9, If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 16251-45-9, in my other articles.

Reference£º
Oxazolidine – Wikipedia,
Oxazolidine | C3H2167NO – PubChem