212612-50-5

Upstream product

• 67-56-1 methanol 

Downstream Products

• 212612-57-2 methyl (2S,3R)-N-(tert-butoxycarbonyl)-β-phenylprolinate 
• 270257-64-2 (3R,5R)-N-tert-butyloxycarbonyl-3-phenyl-5-(2'-o-nitrophenylseleno)ethyl-L-proline methyl ester 
• 270257-63-1 (3R,5R)-N-tert-butyloxycarbonyl-3-phenyl-5-(2'-hydroxyethyl)-L-proline methyl ester 
• 270257-59-5 (3R,5S)-N-tert-butyloxycarbonyl-3-phenyl-5-allyl-L-proline methyl ester 
• 270257-60-8 (3R,5R)-N-tert-butyloxycarbonyl-3-phenyl-5-vinyl-L-proline methyl ester 
• 212612-52-7 (3R,5S)-N-benzyloxycarbonyl-L-phenylalanine-3-phenyl-5-(trans-1-propenyl)-L-proline methyl ester 
• 270257-65-3 (3S,6S,8R,9S)-N-benzyloxycarbonyl-1,4-diaza-3-benzyl-9-carbomethoxy-5-hydroxy-8-phenyl-2-oxobicylo[4.3.0]nonane 
• 212612-62-9 (3S,6S,8R,9S)-N-tert-butyloxycarbonyl-1,4-diaza-3-benzyl-9-carbomethoxy-8-phenyl-2-oxobicylo[4.3.0]nonane 
• 212612-53-8 (3S,6S,8R,9S)-1,4-diaza-3-benzyl-9-carbomethoxy-8-phenyl-2-oxobicylo[4.3.0]nonane 
• 212612-58-3 (3R,5S)-N-tert-butyloxycarbonyl-3-phenyl-5-(trans-1-propenyl)-L-proline methyl ester 
• 212612-51-6 (3R)-N-tert-butyloxycarbonyl-5-methoxy-3-phenyl-L-proline methyl ester 
• 212612-60-7 (2S,3R,5S)-3-Phenyl-5-((E)-propenyl)-pyrrolidine-2-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Conformationally constrained substance P analogues: The total synthesis of a constrained peptidomimetic for the Phe7-Phe8 region

A lactam-based peptidomimetic for the Phe7-Phe8 region of substance P has been synthesized. The synthesis used an anodic amide oxidation to selectively functionalize the C5-position of a 3-pheylproline derivative. The resulting proline derivative was coupled to a Cbz-protected phenylalanine, and an intramolecular reductive amination strategy used to convert the coupled material into a bicyclic piperazinone ring skeleton. The net result was a dipeptide building block that imbedded one of two proposed receptor bound conformations for the Phe7-Phe8 region of substance P into a bicyclic ring skeleton. The building block was then converted into a constrained substance P analogue with the use of solid-phase peptide synthesis. A similar intramolecular reductive amination strategy was used to synthesize a substance P analogue having only Phe7 constrained, and the original 3-phenylproline was converted into a substance P analogue having only Phe8 constrained. All of the analogues were examined for their ability to displace substance P from its NK-1 receptor.