16045-92-4Relevant articles and documents
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Pudovik,A.N. et al.
, (1966)
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Gawron,O. et al.
, p. 3877 - 3882 (1962)
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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.