850741-41-2

Upstream product

• 73004-31-6 (2S,4R)-4-(benzyloxy)-1-((benzyloxy)carbonyl)pyrrolidine-2-carboxylic acid 
• 850741-23-0 benzyl (2S,4R)-4-benzyloxy-2-diazoacetyl-pyrrolidine-1-carboxylate 
• 850741-24-1 methyl (2S,4R)-4-benzyloxy-1-benzyloxycarbonylpyrrolidine-2-acetate 

Downstream Products

• 1418177-87-3 methyl (2S,4S)-4-hydroxy-4-(4-methoxyphenyl)-1-{2-[tris(4-methoxyphenyl)methoxy]ethyl}pyrrolidin-2-acetate 
• 1418177-91-9 C₃₇H₄₁NO₈ 
• 1418177-89-5 methyl (2S,4R)-4-hydroxy-4-(4-methoxyphenyl)-1-{2-[tris(4-methoxyphenyl)methoxy]ethyl}pyrrolidin-2-acetate 
• 1418177-84-0 methyl (2S)-4-oxo-1-{2-[tris(4-methoxyphenyl)methoxy]-ethyl}pyrrolidin-2-acetate 
• 850741-45-6 (1S,5S)-6-{2-[tris(4-methoxyphenyl)methoxy]-1-ethyl}-2-oxa-6-azabicyclo[3.2.1]octan-3-one 
• 850741-15-0 ((2S,4R)-4-Hydroxy-1-{2-[tris-(4-methoxy-phenyl)-methoxy]-ethyl}-pyrrolidin-2-yl)-acetic acid 

Relevant academic research and scientific papers

Synthesis and biological evaluation of new GABA-uptake inhibitors derived from proline and from pyrrolidine-2-acetic acid

Several synthetic approaches to N-alkylated derivatives of 4-hydroxypyrrolidine-2-carboxylic acid and 4-hydroxypyrrolidine-2-acetic acid are described. The final compounds have been evaluated as potential inhibitors of the GABA transport proteins GAT-1 and GAT-3. The biological assays used were based on bovine material or porcine brain. As compared to the corresponding 4-unsubstituted compounds, the 4-hydroxypyrrolidine-2-carboxylic acid and 4-hydroxypyrrolidine-2-acetic acid derivatives showed a significant decrease in the inhibitory potency at both GAT-1 and GAT-3 with only four compounds having reasonable affinity to GAT-1 (IC50: 5.1, 6.6 and 9.4 μM) or GAT-3 (IC50: 19.9 μM), respectively. The biological data of the 4-hydroxypyrrolidine-2-acetic acid derivatives indicates that (2S)-configuration at the C-2 position for potent inhibition of GAT-1 and (4R)-configuration at the C-4 position for potent inhibition of GAT-3 may be crucial.