1190744-99-0

Upstream product

• 3262-72-4 (S)-N-(tert-butoxycarbonyl)serine 
• 100-39-0 benzyl bromide 
• 106-96-7 propargyl bromide 
• 145205-94-3 (S)-2-[(tert-butoxycarbonyl)amino]-3-(prop-2-yn-1-yloxy)propanoic acid 

Downstream Products

• 1190744-90-1 2(S)-tert-butoxycarbonylamino-3-[4-(2(S)-tert-butoxycarbonylamino-2-methoxycarbonyl-ethoxymethyl)-1,2,3-triazol-1-yl]-propionic acid benzyl ester 
• 1190744-93-4 3-(1-{10-[4-(2(S)-benzyloxycarbonyl-2-tert-butoxycarbonylamino-ethoxymethyl)-1,2,3-triazol-1-ylmethyl]-anthracen-9-ylmethyl}-1H-1,2,3-triazol-4-ylmethoxy)-2(S)-tert-butoxycarbonylamino-propionic acid benzyl ester 
• 1228188-73-5 benzyl (S)-2-(tert-butoxycarbonylamino)-3-[(1-{2-[5-(dimethylamino)naphthalen-1-ylsulfonamido]ethyl}-1H-1,2,3-triazol-4-yl)methoxy]propanoate 
• 1228188-81-5 benzyl (S)-2-(tert-butoxycarbonylamino)-3-({1-[2-(7-nitrobenzo[c][1,2,5]oxadiazol-4-ylamino)ethyl]-1H-1,2,3-triazol-4-yl}methoxy)propanoate 
• 1228188-90-6 benzyl (S)-2-(tert-butoxycarbonylamino)-3-{[1-(7-methoxy-2-oxo-2H-chromen-3-yl)-1H-1,2,3-triazol-4-yl]methoxy}propanoate 
• 1228188-89-3 benzyl (S)-2-(tert-butoxycarbonylamino)-3-{[1-(7-hydroxy-2-oxo-2H-chromen-3-yl)-1H-1,2,3-triazol-4-yl]methoxy}propanoate 
• 1236198-60-9 2-(tert-butoxycarbonylamino)-3-((1-(((2R,3R,4S,5S,6S)-3,4,5-tris(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)methyl)-1H-1,2,3-triazol-4-yl)methoxy)propanoate benzyl ester 
• 1316262-44-8 (S)-2-((tert-butoxycarbonyl)amino)-3-((1-(((2R,3R,4S,5S,6S)-3,4,5-tris(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)methyl)-1H-1,2,3-triazol-4-yl)methoxy)propanoic acid 
• 1316262-42-6 (S)-2-((tert-butoxycarbonyl)amino)-3-((1-(((2R,3S,4S,5R,6S)-3,4,5-tris(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)methyl)-1H-1,2,3-triazol-4-yl)methoxy)propanoic acid 
• 1316262-36-8 (S)-benzyl 2-((tert-butoxycarbonyl)amino)-3-((1-(((2R,3S,4S,5R,6S)-3,4,5-tris(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)methyl)-1H-1,2,3-triazol-4-yl)methoxy)propanoate 
• 1316262-34-6 (S)-benzyl 2-((tert-butoxycarbonyl)amino)-3-((1-(((2R,3R,4S,5R,6S)-3,4,5-tris(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)methyl)-1H-1,2,3-triazol-4-yl)methoxy)propanoate 
• 1316262-40-4 (S)-2-((tert-butoxycarbonyl)amino)-3-((1-(((2R,3R,4S,5R,6S)-3,4,5-tris(benzyloxy)-6-methoxytetrahydro-2H-pyran-2-yl)methyl)-1H-1,2,3-triazol-4-yl)methoxy)propanoic acid 
• 1316262-46-0 (S)-2-((tert-butoxycarbonyl)amino)-3-((1-((2R,3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)-1H-1,2,3-triazol-4-yl)methoxy)propanoic acid 

Relevant academic research and scientific papers

Oxidative α,ω-diyne coupling as an approach towards novel peptidic macrocycles

The Glaser-Hay diyne coupling proved to be an efficient cyclisation approach towards diyne containing peptidic macrocycles. A variety of tetrapeptide-based macrocyclic 1,3-diynes were obtained from O-propargylated serine or tyrosine residues using Cu(OAc)2·H2O and NiCl2 under an O2-atmosphere. The effect of the linear 1,3-diyne on peptide conformations was studied by NMR and compared with a macrocycle bearing a saturated linker.

Synthesis of crosslinking amino acids by click chemistry

Crosslinking amino acids are naturally existing protein crosslinkers. Herein, we described the synthesis of several novel bis-amino acids constituted of serine, alanine, lysine, and tyrosine with click chemistry. The Huisgen 1,3-dipolar cycloadditions bet