652970-44-0

Upstream product

• 652970-42-8 (2S,4S)-(1-benzoyl-4-phenylselenopyrrolidin-2-yl)methyl benzoate 
• 1499-56-5 (R)-4-hydroxy-L-proline ethyl ester 
• 1755-01-7 endo-Dicyclopentadien 
• 652970-43-9 (2S)-(1-benzoyl-3-pyrrolin-2-yl)methyl benzoate 
• 652970-36-0 methyl (2S,4S)-1-benzoyl-4-phenylselenopyrrolidine-2-carboxylate 
• 51-35-4 4R-4-hydroxyproline 
• 98-88-4 benzoyl chloride 
• 31560-20-0 (2S,4R)-1-benzoyl-4-hydroxypyrrolidine-2-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Synthetic study of optically active 3-azabicyclo[3.3.0]octane-2,6,8- tricarboxylic acid

Synthesis of (1R,2S,5S,6R,8S)-3-azabicyclo[3.3.0]octane-2,6,8-tricarboxylic acid (2) from trans-4-hydroxy-L-proline (5) was attempted. A Diels-Alder reaction of 3,4-dehydroproline derivative 9 and cyclopentadiene afforded a single stereoisomer 11. The Diels-Alder adduct was smoothly converted to the hydrochloride of 2 (24) via RuO4 oxidation. Although some racemization of the material or product was observed during the synthetic processes, the amino acid 24 proved to be optically pure.