81135-32-2Relevant academic research and scientific papers
Total synthesis of cyclosporine: Access to N-methylated peptides via lsonitrile coupling reactions
Wu, Xiangyang,Stockdill, Jennifer L.,Wang, Ping,Danishefsky, Samuel J.
scheme or table, p. 4098 - 4100 (2010/05/15)
Recent developments in the use of isonitriles to furnish secondary and tertiary amide bond formations have been applied to a novel total synthesis of the important cyclic polypeptide cyclosporine A. Specifically, the disclosed synthetic route demonstrates the utility of microwave-mediated carboxylic acid isonitrile couplings, thioacid isonitrile couplings at ambient temperature, and isonitrile-mediated couplings of carboxylic acids and thioacids with amines to form challenging amide bonds. Copyright
Synthesis of D-lysine8-cyclosporine A. Further characterization of BOP-C1 in the 2-7 hexapeptide fragment synthesis
Colucci,Tung,Petri,Rich
, p. 2895 - 2903 (2007/10/02)
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
