152500-25-9

Upstream product

• 56-86-0 L-glutamic acid 
• 123-11-5 4-methoxy-benzaldehyde 

Downstream Products

• 152500-20-4 (S)-5-ethoxycarbonyl-1-(4-methoxybenzyl)-2-pyrrolidinone 
• 87341-48-8 (S)-(+)-N-p-methoxybenzyl-5-oxoproline 
• 152612-42-5 (2S,5R)-1-tert-butoxycarbonyl-5-hydroxymethyl-2-benzyloxymethyl pyrrolidine 
• 152500-24-8 (2S,5S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-2-formylpyrrolidine 
• 152612-44-7 (2R,5S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-2-formylpyrrolidine 
• 152500-23-7 (2S,5R)-5-benzyloxymetyl-1-tert-butoxycarbonyl-2-cyanopyrrolidine 
• 159516-91-3 (2S,3R,5S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-2-cyano-3-hydroxymethylpyrrolidine 
• 159412-00-7 (2R,3R,5S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-2-cyano-3-hydroxymethylpyrrolidine 
• 159516-92-4 (2S,3R,5S)-3-acetoxymethyl-5-benzyloxymethyl-1-tert-butoxycarbonyl-2-cyanopyrrolidine 
• 159412-01-8 (2R,3R,5S)-3-acetoxymethyl-5-benzyloxymethyl-1-tert-butoxycarbonyl-2-cyanopyrrolidine 
• 152500-33-9 (3S,5S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-3-methoxymethyl-2-pyrrolidinone 
• 152500-34-0 (3R,5S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-3-methoxymethyl-2-pyrrolidinone 
• 152612-43-6 (2S,3R,5S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-2-formyl-3-methoxymethylpyrrolidine 
• 152500-28-2 (2R,3R,5S)-5-benzyloxymethyl-1-tert-butoxycarbonyl-2-formyl-3-methoxymethoxymethylpyrrolidine 

Relevant academic research and scientific papers

Synthetic studies on quinocarcin and its related compounds. 3. Synthesis of 5-substituted- and 3,5-disubstituted-2-formyl-pyrrolidine derivatives, the key D-ring fragments of enantiomeric pairs of quinocarcin and 1

The title synthesis was accomplished by employing each enantiomer of glutamic acid and pyroglutamic acid as chiral starting materials.

The improved synthesis of enantiopure (s)-N-arylmethyl-5-oxoprolines

A mild procedure for the preparation of enantiopure N-alkylated (S)- (+)-5-oxoprolines 3a-r is described. The method starting from (S)-glutamic acid appears generally applicable to substrates with a wide range of substituents.

Enantioselective synthesis of 5-substituted and 3,5-disubstituted-2-formylpyrrolidine derivatives, the key D-ring fragments of (-)-quinocarcin and (-)-10-decarboxyquinocarcin

The title synthesis was achieved starting from (S)-glutamic acid and (S)-pyroglutamic acid by featuring formation of an N-protected aminal, substitution of the methoxy group with cyanide anion, and reduction of the cyanide to an aldehyde as common key steps.