81135-24-2

Upstream product

• 17831-01-5 H-Ala-OBzl 
• 53363-89-6 N-t-butoxycarbonyl-N-methyl-L-leucine 
• 1356155-99-1 Boc-MeLeu-SH 
• 5557-81-3 (R)-benzyl 2-aminopropanoate hydrochloride 

Downstream Products

• 81135-25-3 N-methyl-L-leucyl-L-alanine benzyl ester 
• 81135-30-0 L-2-aminobutyryl-sarcosyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester 
• 81135-27-5 L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester 
• 81135-26-4 N-(tert-butoxycarbonyl)-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester 
• 81135-29-7 N-(tert-butoxycarbonyl)-L-2-aminobutyryl-sarcosyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester 
• 125734-65-8 N-(allyloxycarbonyl)valyl-N-methylleucylalanine benzyl ester 
• 125714-55-8 N-(2-trimethylsilylethyloxycarbonyl)valyl-N-methylleucylalanine benzyl ester 
• 81135-28-6 N-methylleucylvalyl-N-methylleucylalanine benzyl ester 
• 125714-56-9 N-(4-methoxybenzyloxycarbonyl)valyl-N-methylleucylalanine benzyl ester 
• 81143-02-4 N-(tert-butyloxycarbonyl)-N-methylleucylvalyl-N-methylleucylalanine benzyl ester 
• 125714-54-7 N-<(9-fluorenylmethyl)oxy>carbonylvalyl-N-methylleucylalanine benzyl ester 
• 125714-57-0 N-<(9-fluorenylmethyl)oxy>carbonyl-N-methylleucylvalyl-N-methylleucylalanine benzyl ester 
• 81135-33-3 (2S,3R,4R,6E)-3-hydroxy-4-methyl-2-(methylamino)-6-octenoyl-L-2-aminobutyrylsarcosyl-N-methylleucylvalyl-N-methylleucylalanine benzyl ester 
• 81135-32-2 (4S,5R,1'R,3'E)-2,2,3-trimethyl-5-(1'-methyl-3'-pentenyl)-4-(oxazolidinylcarbonyl)-L-2-aminobutyrylsarcosyl-N-methylleucylvalyl-N-methylleucylalanine benzyl ester 

Relevant academic research and scientific papers

Expanding the limits of isonitrile-mediated amidations: On the remarkable stereosubtleties of macrolactam formation from synthetic seco -cyclosporins

The scope of isonitrile-mediated amide bond-forming reactions is further explored in this second-generation synthetic approach to cyclosporine (cyclosporin A). Both type I and type II amidations are utilized in this effort, allowing access to epimeric cyclosporins A and H from a single precursor by variation of the coupling reagents. This work lends deeper insight into the relative acylating ability of the formimidate carboxylate mixed anhydride (FCMA) intermediate, while shedding light on the far-reaching impact of remote stereochemical changes on the effective preorganization of seco-cyclosporins.

Synthesis of D-lysine8-cyclosporine A. Further characterization of BOP-C1 in the 2-7 hexapeptide fragment synthesis

The coupling reagent N,N-bis(2-oxo-3-oxazolidinyl)phosphinic chloride (BOP-Cl) has been used to synthesize the 2-7 hexapeptide fragment of cyclosporine A. The reagent proved useful in four of the five coupling steps with yields ranging from 78 to 92%. Ove