31560-19-7

Upstream product

• 98-88-4 benzoyl chloride 
• 51-35-4 4R-4-hydroxyproline 
• 65-85-0 benzoic acid 

Downstream Products

• 158177-75-4 N-benzoyl-trans-4-hydroxy-L-proline tert-butyl ester 
• 31560-25-5 5-aza-5-benzoyl-2-oxa-3-oxo-bicyclo<2.2.1>heptane 
• 444313-68-2 (1R,4R)-N-benzoyl-2-oxa-5-azabicyclo[2.2.1]heptan-3-one 
• 929641-29-2 C₁₉H₁₉NO₄ 
• 929641-30-5 C₂₁H₂₃NO₃S₂ 
• 929641-31-6 C₁₉H₂₁NO₃ 
• 947280-03-7 C₁₉H₂₁NO₄ 
• 947280-04-8 C₁₉H₁₉NO₃ 
• 929641-32-7 C₁₉H₁₉NO₃ 
• 929641-33-8 C₂₀H₂₃NO₃ 
• 929641-34-9 (1S,4S)-N-benzoyl-8-methoxy-1-methyl-2,3,4,5-tetrahydro-1,4-methano-3-benzazepine 
• 126551-98-2 (–)-8-O-methylaphanorphine 
• 158177-76-5 N-benzoyl-4-oxo-L-proline tert-butyl ester 
• 158177-60-7 2S-N-benzoyl-2-tert-butoxycarbonyl-4-(1-pyrrolidin)yl-<3,4>-dehydropyrrolidine 

Relevant academic research and scientific papers

Synthesis of (1R,4R)-2,5-diazabicyclo[2.2.1]heptane derivatives by an epimerization-lactamization cascade reaction

An epimerization-lactamization cascade of functionalized (2S,4R)-4-aminoproline methyl esters is developed and applied in synthesizing (1R,4R)-2,5-diazabicyclo[2.2.1]heptane (DBH) derivatives. (2S,4R)-4-Aminoproline methyl esters are likely to undergo 2-epimerization under basic conditions, followed by an intramolecular aminolysis of the (2R)-epimer to form the bridged lactam intermediates. Key factors identified for this cascade reaction include the electron-withdrawal N-protective group in the substrates and a strong base as the promoter.

Formal syntheses of (-)- and (+)-aphanorphine from (2S,4R)-4-hydroxyproline

We describe the efficient formal syntheses of both natural (-)-aphanorphine and unnatural (+)-aphanorphine from the same commercially available amino acid, (2S,4R)-4-hydroxyproline. The tricyclic framework was constructed by intramolecular Friedel-Crafts

A concise formal synthesis of unnatural (+)-aphanorphine from (2S,4R)-4-hydroxyproline

(-)-Aphanorphine methyl ether was synthesized in ten steps from commercially available (2S,4R)-4-hydroxyproline, featuring the C-2 configuration inversion of an intermediate amide and intramolecular Friedel-Crafts reaction. The present work constitutes a

Stereoselective synthesis of N-phenylsulfonyl substituted spiro-β- lactams

A stereoselective synthesis of N-phenylsulfonyl substituted spiro-β- lactams obtained from the N-(phenylmethylene)benzenesulfonamide and the ketene valence tautomer of the bicyclic mesoionic compounds derived from 4- hydroxy substituted N-acyl-L-prolines

A concise approach to kainoid analogues

Highly neuroexcitatory kainoid analogues bearing an aryl substituent at C-4 were synthesised by a short and efficient route from trans-L-4-hydroxypyroline.