820239-47-2

Upstream product

• 95-14-7 1,2,3-Benzotriazole 
• 2768-53-8 N-benzyloxycarbonyl-L-alanyl-L-phenylalanine 
• 1142-20-7 N-Cbz-Ala 
• 1161-13-3 N-Cbz-L-Phe 
• 769922-77-2 (S)-benzyl (1-(1H-benzo[d][1,2,3]triazol-1-yl)-1-oxo-3-phenylpropan-2-yl)carbamate 
• 820239-42-7 benzyl N-[(1S)-2-(1H-1,2,3-benzotriazol-1-yl)-1-methyl-2-oxoethyl]carbamate 

Downstream Products

• 1266252-41-8 Cbz-L-Ala-Phe-Ala-Cys(S-Fm)-OH 
• 1266252-42-9 Cbz-L-Ala-Phe-Leu-Cys(S-Fm)-OH 
• 1403487-71-7 (S,Z)-3-[(E)-2-{(1R,3aS,7aR)-7a-methyl-1-[(R)-6-methylhept-2-yl]-hexahydro-1H-inden-4(2H)-ylidene}ethylidene]-4-methylenecyclohexyl (S)-2-[(S)-2-{[(benzyloxy)carbonyl]amino}propanamido]-3-phenylpropanoate 
• 1621538-62-2 [(benzyloxy)carbonyl]-L-alanyl-L-phenylalanyl-L-cysteine 
• 1621538-67-7 N-{[(benzyloxy)carbonyl]-L-alanyl}-S-[(benzyloxy)carbonyl]-L-alanyl-L-phenylalanyl-L-cysteine 
• 1621538-70-2 S-[(benzyloxy)carbonyl]-L-alanyl-L-phenylalanyl-N-[(benzyloxy)carbonyl]-L-phenylalanylglycyl-L-cysteine 
• 1621538-66-6 S-{[(benzyloxy)carbonyl]-L-alanyl}-N-{[(benzyloxy)carbonyl]-L-alanyl-L-phenylalanyl}-L-cysteine 
• 1542497-26-6 5-{(S)-2-[(S)-2-{[(benzyloxy)carbonyl]amino}propanamido]-3-phenylpropanamido}-2-hydroxybenzoic acid 
• 1240322-82-0 benzyl ((S)-1-(((S)-1-(((S)-1-(5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl)-2-phenylethyl)amino)-1-oxo-3-phenylpropan-2-yl)amino)-1-oxopropan-2-yl)carbamate 
• 1240322-81-9 benzyl ((S)-1-(((S)-1-(((S)-1-(5-(isopropylamino)-1,3,4-thiadiazol-2-yl)-2-methylpropyl)amino)-1-oxo-3-phenylpropan-2-yl)amino)-1-oxopropan-2-yl)carbamate 

Relevant academic research and scientific papers

Synthesis, molecular docking and anticancer studies of peptides and iso-peptides

Chiral peptides and iso-peptides were synthesized in excellent yield by using benzotriazole mediated solution phase synthesis. Benzotriazole acted both as activating and leaving group, eliminating frequent use of protection and subsequent deprotection. The procedure was based on the hypothesis that epimerization should be suppressed in solution due to a faster coupling rate than SPPS. All the synthesized peptides complied with Lipinski's Ro5 except for the rotatable bonds. Inhibition of cell proliferation of cancer cell lines is one of the most commonly used methods to study the effectiveness of any anticancer agents. Synthesized peptides and iso-peptides were tested against three cancer cell lines (MCF-7, MDA-MB 231) to determine their anti-proliferative potential. NFkB was also determined. Molecular docking studies were also carried out to complement the experimental results.

Green, catalyst-free synthesis of mesalazine conjugates

A greener protocol for the synthesis of mesalazine conjugates is reported. Mesalazine conjugates are prepared in high yields by a one-pot reaction of mesalazine and aminoacyl/peptidoylbenzotriazoles in water under microwave irradiation. Georg Thieme Verlag Stuttgart New York.

Synthesis and antimalarial bioassay of quinine - peptide conjugates

Amino acid and peptide conjugates of quinine were synthesized using microwave irradiation in 52-95% yields using benzotriazole methodology. The majority of these conjugates retain in vitro antimalarial activity with IC50 values below 100 nm, similar to quinine.

Highly diastereoselective peptide chain extensions of unprotected amino acids with N-(Z-α-aminoacyl)benzotriazoles

Coupling an unprotected amino acid or dipeptide in partially aqueous solution with a readily available N-(Z-α-amino-acyl)benzotriazole or N-(Z-α-aminopetidoyl)benzotriazole affords N-terminal-protected di-, tri-, and tetrapeptides in yields of 85-98% (average 95% for 2a-i, 93% for 4a-f and 4a′, 86% for 5a-b) with minimal epimerization.