80132-08-7

Upstream product

• 56-86-0 L-glutamic acid 
• 80131-97-1 (2R,3R)-2-Benzyloxycarbonylamino-3-chloro-pentanedioic acid 
• 80131-99-3 ((3R,4R)-4-Chloro-2,6-dioxo-tetrahydro-pyran-3-yl)-carbamic acid benzyl ester 
• 13593-89-0 L-threo-β-chloroglutamic acid 
• 80132-13-4 (2R,3R)-2-Benzyloxycarbonylamino-3-chloro-4-hydroxycarbamoyl-butyric acid; compound with dicyclohexyl-amine 
• 501-53-1 benzyl chloroformate 
• 621-84-1 O-benzyl carbamate 
• 328-50-7 α-ketoglutaric acid 
• 105933-68-4 N-benzyloxycarbonyl-α-(p-nitrobenzyl)-(Z)-α,β-dehydroglutamic-γ-O-(p-nitrobenzyl)hydroxamic acid 
• 104754-60-1 p-nitrobenzyl-N-benzyloxycarbonyl-2-aminotetrahydro-5-oxo-2-furancarboxylate 
• 104754-62-3 N-benzyloxycarbonyl-α-(p-nitrobenzyl)-(Z)-α,β-dehydroglutamate 
• 104754-51-0 N-benzyloxycarbonyl-2-aminotetrahydro-5-oxo-2-furancarboxylic acid 
• 104754-63-4 N-benzyloxycarbonyl-(Z)-α,β-dehydroglutamic-γ-hydroxamic acid 

Downstream Products

• 80148-34-1 (S)-Benzyloxycarbonylamino-((S)-3-chloro-4,5-dihydro-isoxazol-5-yl)-acetic acid benzhydryl ester 
• 2190-77-4 threo-DL-tricholomic acid 
• 80132-10-1 (S)-Benzyloxycarbonylamino-((S)-3-oxo-isoxazolidin-5-yl)-acetic acid benzhydryl ester 
• 76843-83-9 threo-DL-N-benzyloxycarbonyl-α-amino-3-chloro-4,5-dihydro-5-isoxazoleacetic acid 
• 80148-34-1 threo-DL-N-benzyloxycarbonyl-α-amino-3-chloro-4,5-dihydro-5-isoxazoleacetic acid diphenylmethyl ester 
• 80132-10-1 threo-DL-N-benzyloxycarbonyl-α-amino-3-oxo-5-isoxazolidineacetic acid diphenylmethyl ester 

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.