104754-30-5Relevant academic research and scientific papers
Nitrile Oxides in Medicinal Chemistry. 4. Chemoenzymatic Synthesis of Chiral Heterocyclic Derivatives
Amici, Marco De,Magri, Paolo,Micheli, Carlo De,Cateni, Francesca,Bovara, Roberto,et al.
, p. 2825 - 2829 (2007/10/02)
The two enantiomers of 3-bromo-5-(hydroxymethyl)-Δ2-isoxazoline (1) and 2-phenyl-5-(hydroxymethyl)-isoxazolidin-3-one (9) have been prepared in enantiomeric excess higher than 90percent by hydrolysis of the corresponding butyrates under the cat
TOTAL SYNTHESIS OF ANTITUMOR AGENT AT-125, (αS,5S)-α-AMINO-3-CHLORO-4,5-DIHYDRO-5-ISOXAZOLEACETIC ACID
Baldwin, Jack E.,Cha, Jin K.,Kruse, Lawrence I.
, p. 5241 - 5260 (2007/10/02)
A short and efficient total synthesis of racemic AT-125 and its racemic threo isomer proceeds via an intramolecular Michael cyclization of a protected α,β-dehydroglutamic acid γ-hydroxamate.Separation of diastereomers and deprotection to racemic AT-125 followed by enzymatic resolution of the N-chloroacetamide with hog-kidney acylase provides the natural αS,5S isomer.
