652970-37-1

Basic information

• Product Name: methyl (1R,2S,3S,6R,7S)-4-benzoyl-4-azatricyclo[5.2.1.0^2,6]dec-8-ene-3-carboxylate
• CAS NO: 652970-37-1
• Molecular Weight: 297.354
• Mol File: 652970-37-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: methyl (1R,2S,3S,6R,7S)-4-benzoyl-4-azatricyclo[5.2.1.0^2,6]dec-8-ene-3-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (1R,2S,3S,6R,7S)-4-benzoyl-4-azatricyclo[5.2.1.0^2,6]dec-8-ene-3-carboxylate(652970-37-1)
• EPA Substance Registry System: methyl (1R,2S,3S,6R,7S)-4-benzoyl-4-azatricyclo[5.2.1.0^2,6]dec-8-ene-3-carboxylate(652970-37-1)

Safety Data

• Hazardous Substances Data: 652970-37-1(Hazardous Substances Data)

Upstream product

• 1755-01-7 endo-Dicyclopentadien 
• 648934-62-7 methyl (2S)-1-benzoylpyrrolidin-3-ene-2-carboxylate 
• 31560-21-1 methyl (2S,4R)-1-benzoyl-4-(p-toluenesulfonyloxy)pyrrolidine-2-carboxylate 
• 652970-36-0 methyl (2S,4S)-1-benzoyl-4-phenylselenopyrrolidine-2-carboxylate 
• 51-35-4 4R-4-hydroxyproline 
• 31560-20-0 (2S,4R)-1-benzoyl-4-hydroxypyrrolidine-2-carboxylic acid methyl ester 
• 1499-56-5 (R)-4-hydroxy-L-proline ethyl ester 

Relevant articles and documents

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.