129656-37-7

Upstream product

• 135782-13-7 1-benzyl-3-(2-bromoethyl)-4-ethoxycarbonylpyrrolidinium bromide 
• 135782-11-5 2-benzyl-4-oxoperhydropyrano<3,4-c>pyrrole 
• 93102-06-8 N-benzyl-N-(butyloxymethyl)trimethylsilylmethylamine 
• 3393-45-1 5,6-dihydro-pyran-2-one 
• 133366-42-4 cis-2-benzylhexahydropyrano<3,4-c>pyrrol-4(3aH)-one 
• 93102-05-7 N-benzyl-N-(methoxymethyl)-N-[(trimethylsilyl)methyl]amine 
• 133745-55-8 (3R,4S)-1-Benzyl-4-(2-bromo-ethyl)-pyrrolidine-3-carboxylic acid ethyl ester; hydrobromide 

Downstream Products

• 114704-10-8 endo-ethyl 1-azabicyclo[2.2.1]heptane-3-carboxylate 

Relevant academic research and scientific papers

A Synthesis of 1-Azabicycloheptane-3-carboxylic Acid Esters in Enantiomerically Pure Form

A novel synthesis of ethyl 1-azabicycloheptane-3-carboxylate via 1-benzylperhydropyranopyrrol-4-one and 1-benzyl-3-(2-bromoethyl)-4-ethoxycarbonylpyrrolidinium bromide is described.Modification of the method, by incorporation of a chiral substituted benzyl group on the nitrogen atom, has led to the first reported process for the preparation of these esters in enantiomerically pure form.The absolute configuration of the bicyclic esters was deduced by X-ray crystallography of an intermediate, 2-perhydropyranopyrrole-4-one.

Diastereoselective routes toendo andexo ethyl 1-azabicyclo[2.2.1] hept-3-YL carboxylates

Diastereoselective routes to endo and exo ethyl 1-azabicyclo[2.2.1]hept-3-yl carboxylates (1) and (2) based on the hydrogen bromide cleavage of the isomeric [4.3.0] bicyclic cis fused lactones (3) and (4) are described.