Chemistry is an experimental science, and the best way to enjoy it and learn about it is performing experiments. Formula: C15H19NO3. Introducing a new discovery about 145589-03-3, Name is (R)-4-Benzyl-3-(3-methylbutanoyl)oxazolidin-2-one
Two complementary approaches to the asymmetric synthesis of alpha-amino acids have been achieved. In the initially investigated reaction sequence, the diastereoselective bromination of the illustrated boron enolate with N-bromosuccinimide was followed by stereospecific azide displacement by tetramethylguanidinium azide. The resulting alpha-azido carboximides may be readily purified to high diastereomeric purity by chromatography on silica. equation presented In the second reaction sequence, the illustrated potassium enolate was treated with 2,4,6-triisopropylbenzenesulfonyl azide, and the intermediate sulfonyl triazene was decomposed through an acetic acid quench to give the alpha-azido carboximide. The diastereoselection of the reaction as a function of R is as follows: R = Me, CH2Ph, 97:3; R = CHMe2, 98:2; R = CMe3, >99:1; R = Ph, 91:9. The important parameters of this azidation process were evaluated, and experiments were conducted to help elucidate the mechanism of the reaction. equation presented The alpha-azido carboximide products have been shown to be versatile alpha-amino acid synthons that may be readily converted to alpha-amino acids as well as to N-protected alpha-amino acid derivatives. The racemization-free removal of the chiral auxiliary was achieved in high yield both by saponification and transesterification, either before or after reduction and acylation of the azide functionality.
Note that a catalyst decreases the activation energy for both the forward and the reverse reactions and hence accelerates both the forward and the reverse reactions.Formula: C15H19NO3, you can also check out more blogs about145589-03-3
Reference:
Oxazolidine – Wikipedia,
Oxazolidine | C3H2589NO – PubChem