114376-79-3

Upstream product

• 109838-79-1 (+/-)-(4R^*,5R^*)-5-(ethoxycarbonyl)-1-methyl-4-phenylpyrrolidin-2-one 
• 406687-92-1 5-ethoxycarbonyl-1-methyl-4-phenyl-3-pyrrolin-2-one 
• 849149-85-5 ethyl 2-(N-methyl-3-phenylprop-2-ynoylamino)acetate 
• 13992-75-1 5,5-Diethoxycarbonyl-4-phenylpyrrolidin-2-one 
• 109838-78-0 (2S,3R)-1-Methyl-5-oxo-3-phenyl-pyrrolidine-2,2-dicarboxylic acid ethyl ester 
• 4192-77-2 ethyl cinnamate 
• 103-36-6 ethyl 3-phenyl-2-propenoate 
• 1388684-77-2 C₂₃H₃₅NO₇SSi 
• 1388684-83-0 C₂₂H₃₃NO₄Si 
• 1388684-99-8 C₂₂H₃₅NO₄Si 
• 153527-11-8 (R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-3,5-dioxo-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 637-44-5 phenylpropyolic acid 

Downstream Products

• 109838-82-6 (+/-)-(4R^*,5R^*)-5-formyl-1-methyl-4-phenylpyrrolidin-2-one 
• 109838-84-8 (+/-)-(4R^*,5R^*)-5-benzoyl-1-methyl-4-phenylpyrrolidin-2-one 
• 109838-83-7 (+/-)-(4R^*,5R^*,7S^*)-5-(α-hydroxybenzyl)-1-methyl-4-phenylpyrrolidin-2-one 
• 109838-83-7 (+/-)-(4R^*,5R^*,7R^*)-5-(α-hydroxybenzyl)-1-methyl-4-phenylpyrrolidin-2-one 
• 103541-15-7 (+/-)-clausenamide 
• 608128-73-0 (3R,4S,5S,6S)-epi-cis-clausenamide 
• 1338929-06-8 C₂₉H₂₉NO₆ 
• 1338929-07-9 C₂₉H₂₉NO₆ 
• 1338929-04-6 C₁₉H₂₁NO₃ 
• 1338929-05-7 C₁₉H₂₁NO₃ 
• 1338929-00-2 C₁₂H₁₅NO₃ 
• 1338929-01-3 C₁₂H₁₅NO₃ 
• 1338928-99-6 C₂₀H₂₁NO₄ 
• 114376-80-6 C₁₂H₁₃NO₂ 

Relevant academic research and scientific papers

Suzuki-Miyaura coupling based enantioselective synthesis of (+)-epi- Clausenamide and the enantiomer of its 3-deoxy analogue

The first enantioselective synthesis of two biologically interesting close analogues of clausenamide, namely (+)-epi-clausenamide and (-)-3-deoxy-epi- clausenamide, was reported. Key steps of the synthesis included construction of the chiral pyrrolinone intermediates from d- and l-serine derivatives, introduction of the C4-phenyl by Suzuki-Miyaura coupling and establishment of the C6 configuration by a threo-selective Grignard reaction. Optimization of the key Suzuki-Miyaura coupling reaction was described in detail. Georg Thieme Verlag Stuttgart · New York.

Preparation of 4- and 6-desphenyl analogues of (-)-clausenamide and alternative synthesis of (+)-epi-clausenamide

4- and 6-desphenyl analogues of (-)-clausenamide, 6 and 7, were prepared in optical active form from commercially available d-pyroglutamic acid and the known racemic pyrrolidinone 13, respectively. In order to confirm the absolute stereochemistry of (+)-

4,5-Disubstituted cis-pyrrolidinones as inhibitors of type II 17β-hydroxysteroid dehydrogenase. Part 3. Identification of lead candidate

A series of 4,5-disubstituted cis-pyrrolidinones was investigated as inhibitors of 17β-HSD II for the treatment of osteoporosis. Biochemical data for several compounds are given. Compound 42 was selected as the lead candidate.

Pure enantiomers of 4,5-disubstituted gamma-butyrolactams, and their use as antiamnestic agents

The invention provides pure enatiomers of 4,5-disubstituted γ-butyrolactams of the general formula STR1 By means of the pure enantiomers of 4,5-disubstituted γ-butyrolactams (I), according to the invention, it is now possible to synthesize (+)-(3R), (4S), (5S), (7R)-3-hydroxy-5-α-hydroxybenzyl-1-methyl-4-phenyl-pyrrolidin-2-one and derivatives in the form of pure enantiomers.

Diastereoselective and Enantioselective Total Synthesis of the Hepatoprotective Agent Clausenamide

The diastereoselective total synthesis of the naturally ocurring hepatoprotective agent clausenamide (3-hydroxy-5-(α-hydroxybenzyl)-1-methyl-4-phenylpyrrolidin-2-one) is described, starting from ethyl cinnamate and diethyl acetamidomalonate.The enantioselective total synthesis of optically pure (+)-clausenamide is presented.The synthesis is based on a novel method for the preparation of optically pure (2S,3S)-3-phenylglutamic acid.