138775-22-1Relevant articles and documents
Total synthesis of proposed structure of coibamide A, a highly N- and O-methylated cytotoxic marine cyclodepsipeptide
He, Wei,Qiu, Hai-Bo,Chen, Yi-Jie,Xi, Jie,Yao, Zhu-Jun
supporting information, p. 6109 - 6112 (2015/01/09)
Total synthesis of the originally proposed structure of coibamide A, a highly N- and O-methylated cytotoxic marine cyclodepsipeptide, has been accomplished by using a [(4+1)+3+3]-peptide fragment-coupling strategy and careful examination and optimization
An efficient preparation of N-Methyl-α-amino acids from N-Nosyl-α-amino acid phenacyl esters
Leggio, Antonella,Belsito, Emilia Lucia,De Marco, Rosaria,Liguori, Angelo,Perri, Francesca,Viscomi, Maria Caterina
experimental part, p. 1386 - 1392 (2010/06/11)
Chemical Equation Presented In this paper we describe a simple and efficient solution-phase synthesis of N-methyl-TV-nosyl-α-amino acids and N-Fmoc-N-methyl-α-amino acids. This represents a very important application in peptide synthesis to obtain N-methylated peptides in both solution and solid phase. The developed methodology involves the use of N-nosyl-α-amino acids with the carboxyl function protected as a phenacyl ester and the methylating reagent diazomethane. An important aspect of this synthetic strategy is the possibility to selectively deprotect the carboxyl function or alternatively both amino and carboxyl moieties by using the same reagent with a different molar excess and under mild conditions. Furthermore, the adopted procedure keeps unchanged the acid-sensitive side chain protecting groups used in Fmoc-based synthetic strategies.
Synthesis and characterization of constrained cyclosporin A derivatives containing a pseudo-proline group
Patiny, Luc,Guichou, Jean-Fran?ois,Keller, Michael,Turpin, Olivier,Rückle, Thomas,Lhote, Philippe,Buetler, Timo M.,Ruegg, Urs T.,Wenger, Roland M.,Mutter, Manfred
, p. 5241 - 5249 (2007/10/03)
The chemical synthesis, conformational analysis and receptor binding studies of novel constrained cyclosporin A (CsA) analogues are described. The selective insertion of pseudo-proline (ΨPro) systems featuring different 2-C-substituents at the oxazolidine
