13126-07-3

Usage

InChI:InChI=1/C22H26N2O5S/c1-30-13-12-18(21(26)27)23-20(25)19(14-16-8-4-2-5-9-16)24-22(28)29-15-17-10-6-3-7-11-17/h2-11,18-19H,12-15H2,1H3,(H,23,25)(H,24,28)(H,26,27)

Upstream product

• 1161-13-3 N-Cbz-L-Phe 
• 63-68-3 L-methionine 
• 769922-77-2 (S)-benzyl (1-(1H-benzo[d][1,2,3]triazol-1-yl)-1-oxo-3-phenylpropan-2-yl)carbamate 
• 10332-17-9 Met-OMe 
• 78816-88-3 (S)-methyl 2-(((S)-2-(benzyloxy)carbonylamino)-3-phenylpropanamido)-4-(methylthio)butanoate 

Downstream Products

• 94775-95-8 Z-Phe-Met-NH_.i-C₃H₇ 
• 928787-83-1 Cbz-L-Phe-L-Met-Bt 
• 71450-10-7 benzyl N-((1S)-2-[(1S)-1-(aminocarbonyl)-3-(methylsulfanyl)propyl]amino-1-benzyl-2-oxoethyl)carbamate 
• 1526934-37-1 C₂₂H₂₇N₃O₄S 
• 1449018-08-9 C₂₈H₃₆N₂O₅S 

Relevant academic research and scientific papers

Convenient green preparation of dipeptides using unprotected α-amino acids

Dipeptides and amides were obtained in high yields from N-carbobenzyloxy α-amino acids and 3-phenylpropanoic acid with unprotected α-amino acids via the corresponding mixed carbonic carboxylic anhydrides using ethyl chloroformate and triethylamine by an ecological and convenient method in which the protection of C-terminals is not needed.

Convenient synthesis of C-terminal di- and tri-peptide amides from N-protected dipeptidoylbenzotriazoles

N-Protected dipeptidoylbenzotriazoles react with aqueous ammonia to give dipeptide primary amides (77-98%) and with N-unprotected α-amino amides to afford tripeptide primary amides (82-86%).

Design and Synthesis of Enkephalin Analogues: Part I - Synthesis of Met-Enkephalin Alkylamides with Enhanced Analgesic Potency

Synthesis of a series of alkylamides of Met-enkephalin has been achieved employing the key intermediate Boc-Tyr-Gly-Gly-Phe-Met-ONBzl (IV), obtained from Met-ONBzl by treatment with appropiate Nα-Boc-amino acid-2,4,5-trichlorophenyl esters in a