31560-19-7

Upstream product

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

Downstream Products

• 235431-35-3 (2S,4R)-4-acetyloxy-N-benzoyl-proiine 
• 158177-68-5 6-benzoyl-2-oxo-8(S)-phenyl-6-aza-1-oxa-4(R)-bicyclo <3.3.0> octane-5(S)-carboxylic acid 
• 158177-69-6 6-benzoyl-2-oxo-8(S)-(4-methoxyphenyl)-6-aza-1-oxa-4(R)-bicyclo <3.3.0> octane-5(S)-carboxylic acid 
• 158177-70-9 (3aR,4S,6aS)-6a-Benzo[1,3]dioxol-5-yl-5-benzoyl-2-oxo-hexahydro-furo[2,3-c]pyrrole-4-carboxylic acid 
• 158177-71-0 (2S,3S,4S)-N-benzoyl-2-diphenylmethoxycarbonyl-3-diphenylmethoxycarbonylmethyl-4-phenylpyrrolidine 
• 186770-61-6 C₁₉H₁₉NO₄ 
• 134003-84-2 tert-butyl (1R,4R)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate 
• 134003-83-1 tert-butyl (1R,4R)-5-benzyl-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate 
• 120806-96-4 (2S,4S)-1-benzoyl-4-hydroxyproline methyl ester 

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.