76898-56-1

Upstream product

• 104832-76-0 (R)-Amino-((R)-3-chloro-4,5-dihydro-isoxazol-5-yl)-acetic acid; hydrochloride 
• 104832-76-0 (S)-Amino-((R)-3-chloro-4,5-dihydro-isoxazol-5-yl)-acetic acid; hydrochloride 
• 69977-84-0 (R)-((R)-3-chloro-4,5-dihydro-isoxazol-5-yl)-phthalimido-acetic acid 
• 105933-67-3 N-benzyloxycarbonyl-α-(o-nitrobenzyl)-(Z)-α,β-dehydroglutamate 
• 104754-68-9 o-nitrobenzyl N-benzyloxycarbonyl-2-aminotetrahydro-5-oxo-2-furancarboxylate 
• 104754-51-0 N-benzyloxycarbonyl-2-aminotetrahydro-5-oxo-2-furancarboxylic acid 
• 328-50-7 α-ketoglutaric acid 
• 76843-83-9 erythro-DL-N-benzyloxycarbonyl-α-amino-3-chloro-4,5-dihydro-5-isoxazoleacetic acid 
• 90161-25-4 2,2,2-Trichloro-N-[(R)-1-((S)-3-chloro-4,5-dihydro-isoxazol-5-yl)-2-hydroxy-ethyl]-acetamide 
• 76843-81-7 erythro-DL-N-benzyloxycarbonyl-α-amino-3-chloro-4,5-dihydro-5-isoxazoleacetic acid o-nitrobenzyl ester 
• 104754-66-7 Leuchs anhydre 
• 90161-22-1 N-[(R)-1-((S)-3-Bromo-4,5-dihydro-isoxazol-5-yl)-2-hydroxy-ethyl]-2,2,2-trichloro-acetamide 

Relevant academic research and scientific papers

TOTAL SYNTHESIS OF ANTITUMOR AGENT AT-125, (αS,5S)-α-AMINO-3-CHLORO-4,5-DIHYDRO-5-ISOXAZOLEACETIC ACID

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.