214072-05-6

Upstream product

• 63-91-2 L-phenylalanine 
• 214072-03-4 (2R)-2-benzyl-3-butenoyl chloride 
• 183509-48-0 (R)-(-)-2-benzylbut-3-enoic acid 
• 214072-02-3 1-[N-(1'S)-(1'-benzyl-prop-2'-enyl)amino]methyl-2,4-dimethoxybenzene 
• 100-39-0 benzyl bromide 
• 153451-36-6 ((S)-1-Benzyl-allyl)-trityl-amine 
• 127392-99-8 N-[(2R)-2-benzyl-3-butenoyl]-(1S)-2,10-camphorsultam 
• 126410-30-8 (S)-1-phenylbut-3-en-2-amine 
• 100841-19-8 (S)-(-)-3-Phenyl-2-triphenylmethylamino-1-propanol 
• 107591-60-6 N-trityl-(S)-phenylalaninal 
• 3182-95-4 L-Phenylalaninol 
• 879220-58-3 (5S,6S)-5-acetoxy-6-benzyl-5,6-dihydro-1-[(2,4-dimethoxy)benzyl]pyridin-2-one 
• 214072-04-5 (2R,1'S)-N-(1'-benzyl-prop-2'-enyl)-N-[(2,4-dimethoxyphenyl)methyl]-2-benzyl-but-3-enamide 
• 18598-80-6 methyl N-trityl-(S)-phenylalaninate 

Downstream Products

• 214072-06-7 (3R,6S)-3,6-dibenzyl-3,6-dihydro-1H-pyridin-2-one 
• 332424-94-9 (3R,6S)-3,6-Dibenzyl-2-ethoxy-3,6-dihydropyridine 

Relevant academic research and scientific papers

Unequivocal synthesis of (Z)-alkene and (E)-fluoroalkene dipeptide isosteres to probe structural requirements of the peptide transporter PEPT1

Described is a novel synthetic route for dipeptide isosteres containing (Z)-alkene and (E)-fluoroalkene units as cis-amide bond equivalents via organocopper-mediated reduction of γ-acetoxy- or γ,γ-difluoro- α,β-unsaturated-δ-lactams. The synthesized isost

Synthesis of (Z)-alkene and (E)-fluoroalkene-containing diketopiperazine mimetics utilizing organocopper-mediated reduction-alkylation and diastereoselectivity examination using DFT calculations

We have carefully examined the organocopper-mediated reduction-alkylation of γ-acetoxy or γ,γ-difluoro-α,β-unsaturated- δ-lactams for the synthesis of (Z)-alkene- or (E)-fluoroalkene-containing diketopiperazine mimetics. Reduction of acetates 2, 12, 14, a

An access to (Z)-ethylenic pseudodipeptides based on ring-closing metathesis

A new access to enantiopure (Z)-ethylenic pseudopeptides, starting from the chiral pool of amino acids and enantiopure 2-substituted-but-3-enoic acids is proposed and illustrated by the syntheses of the (Z)-ethylenic pseudopeptidic analogs of L-Phe-L-Phe, L-Phe-D-Phe, L-Phe-L-Val, L-Phe-D-Val and racemic (LL,DD) and (LD,DL) (phenyl)Gly-Phe. The key-steps of these syntheses are a ring-closing metathesis, catalysed by Grubbs' ruthenium alkykidene complexes, on diethylenic amides and the hydrolytic cleavage of the resulting dihydropyridones under mild conditions through intermediate formation of cyclic imidates.

Enantioconservative synthesis and ring closing metathesis of disubstituted dialkenic amides

Optically pure disubstituted dialkenic amides 2, which are direct precursors of Z-ethylenic pseudo-peptides 1, are readily synthesized and then cyclized to lactams 3 in the presence of Grubbs' ruthenium-based metathesis catalysts with total conservation of enantiomeric purity.