635299-82-0

Upstream product

• 1318129-56-4 (2S,4S)-methyl 1-benzyl-4-(phenylcarbonyloxy)pyrrolidine-2-carboxylate 
• 1318129-60-0 (2S,4S)-methyl 1-benzyl-4-(tert-butyldimethylsilyloxy)pyrrolidine-2-carboxylate 
• 101979-12-8 2(S)-4-cis-N-benzyl-4-hydroxyproline 
• 1318129-92-8 1-benzyl-4-hydroxypyrrolidine-2-carboxylic acid methyl ester 
• 114676-48-1 (2S,4R)-1-benzyl-4-hydroxyproline methyl ester 
• 627100-73-6 ethyl (2S,4S)-1-benzyl-4-hydroxypyrrolidine-2-carboxylate 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 635299-80-8 ethyl (2S,4S)-1-benzyl-4-(tert-butyldimethylsilyloxy)prolinate 

Downstream Products

• 1318128-57-2 (2S,4S)-2-(azidomethyl)-1-benzyl-4-(tert-butyldimethylsilyloxy)pyrrolidine 
• 1318128-54-9 (3R,5S)-3-azido-1-benzyl-5-(tert-butyldimethylsilyloxy)piperidine 

Relevant academic research and scientific papers

Flexible synthesis of planar chiral azoninones and optically active indolizidinones

The flexible synthesis of defined substituted optically active indolizidinones starting from chiral pool (S)-proline and trans 4-hydroxy-(S)-proline is described. Several defined 2-vinylpyrrolidines were generated in short sequences. The aza-Claisen rearr

Access to optically active 3-azido- and 3-aminopiperidine derivatives by enantioselective ring expansion of prolinols

The activation of N-alkyl prolinols by XtalFluor E allowed the formation of an aziridinium intermediate that can react with tetrabutylammonium azide (nBu4NN3) to produce 3-azidopiperidines and/or 2-(azidomethyl)pyrrolidines, in a rat

Enantiospecific synthesis and receptor binding of novel dopamine receptor ligands employing natural 4-hydroxyproline as a practical and flexible building block

Starting from natural 4-hydroxyproline, an ex-chiral pool approach is described giving access to 2-aminoalkylpyrrolidine derivatives that were used as chiral building blocks for the synthesis of bioactive 2-methoxybenzamide derivatives. The 4-hydroxy substituent can be displaced employing organocuprates as useful carbanion equivalents. Dopamine and serotonin binding studies involving the subtypes D1, D2long, D2short, D3 and D4 as well as 5-HT1A and 5-HT2, respectively, provided interesting insights into stereoselective structure activity relationships. The (2S,4R)-2-aminomethylpyrrolidine derivative ent-66 and the (2R,4S)-2- aminoethylpyrrolidine derivative 68 showed remarkable affinity and preference for the dopamine D3 and D4 receptor subtypes, respectively, both being putatively associated to the symptoms of schizophrenia.