152500-26-0

Upstream product

• 87341-38-6 methyl (2S)-1-(4-methoxybenzyl)pyroglutamate 
• 6525-53-7 L-glutamic acid dimethyl ester 
• 56-86-0 L-glutamic acid 
• 17342-08-4 (S)-Pyroglutaminol 
• 106191-02-0 (S)-5-((tert-butyldimethylsilyloxy)methyl)pyrrolidin-2-one 
• 824-94-2 p-methoxybenzyl chloride 
• 152500-25-9 (S)-N-(4-methoxybenzyl)glutamic acid 
• 123-11-5 4-methoxy-benzaldehyde 
• 73995-62-7 (S)-2-{[1-(4-Methoxy-phenyl)-meth-(E)-ylidene]-amino}-pentanedioic acid dimethyl ester 
• 152500-20-4 (S)-5-ethoxycarbonyl-1-(4-methoxybenzyl)-2-pyrrolidinone 
• 138253-24-4 (S)-1-(4-Methoxy-benzyl)-5-(4-methoxy-benzyloxymethyl)-pyrrolidin-2-one 

Downstream Products

• 152500-27-1 (S)-5-benzyloxymetyl-1-(4-methoxybenzyl)-2-pyrrolidinone 
• 260964-70-3 (S)-1-(4-Methoxy-benzyl)-5-oxo-pyrrolidine-2-carbaldehyde 
• 182748-91-0 (S)-(+)-[1-(4-methoxybenzyl)-5-oxo-pyrrolidin-2-yl]acetonitrile 
• 182748-92-1 ethyl (S)-(+)-[1-(4-methoxybenzyl)-5-oxo-pyrrolidin-2-yl]acetate 
• 182748-89-6 (S)-(+)-1-(4-methoxybenzyl)-5-chloromethyl-pyrrolidin-2-one 
• 137664-63-2 (3aR,6R,6aR)-5-(4-Methoxy-benzyl)-6-methoxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-4-one 
• 138253-28-8 [(R)-1-((4R,5R)-5-Benzylcarbamoyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-methoxy-ethyl]-carbamic acid tert-butyl ester 
• 138253-29-9 (4R,5R)-5-((R)-1-Dimethylamino-2-methoxy-ethyl)-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid benzylamide 
• 138253-26-6 (S)-1-(4-Methoxy-benzyl)-5-methoxymethyl-1,5-dihydro-pyrrol-2-one 
• 152612-41-4 (2S,5S)-2-Benzyloxymethyl-5-cyano-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 152500-30-6 (S)-5-Benzyloxymethyl-3-[1-hydroxy-meth-(E)-ylidene]-2-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester 

Relevant academic research and scientific papers

Rhodium-Catalyzed Stereospecific C?H Amination for the Construction of Spiroaminal Cores: Reactivity Difference between Nitrenoid and Carbenoid Species against Amide Functionality

Metal nitrenoids and metal carbenoids exhibit similar reactivity for insertion into a C?H bond and a C=C double bond. These reactions have attracted the attention of organic chemists due to their unusual bond-forming ability, but the reactivity difference between these chemical species has not been studied. In this paper, we examined the reactivity difference using the corresponding Rh nitrenoid and Rh carbenoid precursors. The Rh nitrenoid inserted into an intramolecular C(sp3)?H bond adjacent to an amide nitrogen, affording functionalized spiroaminals that are ubiquitous in natural products, while the Rh carbenoid inserted into an amide C?N bond. The totally different reactivity was rationalized by the relatively low energy barrier for the C?H insertion reaction of the Rh nitrenoid. Computational analysis suggests that the origin of the discrepancy is the electrophilicity of the coordinating atoms to the Rh complex.

Oxidation of N-(4-methoxybenzyl)-2-pyrrolidinones to N-(4-methoxybenzoyl)-2-pyrrolidinones. Rapid entry to optically active aniracetam analogues

Oxidation of readily available N-(4-methoxybenzyl)-5-alkylpyrrolidin-2-ones to the corresponding N-(4-methoxybenzoyl)-5-alkylpyrrolidin-2-ones gives direct access to enantiomerically pure 5-alkyl analogues of the cognition activating agent Aniracetam.

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.

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.

Stereoselective Synthesis of 2,3-Dihydroxy-4-dimethylamino-5-methoxypentanoic Acid, A Fragment of Calyculins - Determination of the Absolute Configuration of Calyculins

2,3-Dihydroxy-4-dimethylamino-5-methoxypentanoic acid (2) with (2R,3R,4R)-configuration has been stereoselectively prepared from (S)-pyroglutaminol (3) and revealed to be the enantiomer of the compound derived from calyculins (1), which provides the conclusicve evidence on the absolutr configuration of calyculins.