134037-97-1Relevant articles and documents
Synthesis of peptides employing Fmoc-amino acid chlorides and commercial zinc dust
Gopi, Hosahudya N.,Suresh Babu, Vommina V.
, p. 9769 - 9772 (1998)
Coupling of Fmoc-amino acid chlorides mediated by activated commercial zinc dust for the synthesis of peptides is described. The reaction is carried out in an organic medium. The necessity of using an inorganic base like NaHCO3/Na2CO
Direct acyl substitution of carboxylic acids: A chemoselective o- to N-acyl migration in the traceless staudinger ligation
Kosal, Andrew D.,Wilson, Erin E.,Ashfeld, Brandon L.
supporting information, p. 14444 - 14453,10 (2020/09/16)
A chlorophosphite-modified, Staudinger-like acylation of azides involving a highly chemoselective, direct nucleophilic acyl substitution of carboxylic acids is described. The reaction provides the corresponding amides with analytical purity in 32-97 % yield after a simple aqueous workup without the need for a pre-activation step. The use of chlorophosphites as dual carboxylic acid-azide activating agents enables the formation of acyl C-N bonds in the presence of a wide range of nucleophilic and electrophilic functional groups, including amines, alcohols, amides, aldehydes, and ketones. The coupling of carboxylic acids and azides for the formation of alkyl amides, sulfonyl amides, lactams, and dipeptides is described. Copyright
Amino acid fluorides: Their preparation and use in peptide synthesis
Bertho, Jean-Noeel,Loffet, Albert,Pinel, Catherine,Reuther, Florence,Sennyey, Gerard
, p. 1303 - 1306 (2007/10/02)
Z or Fmoc amino acid fluorides have been prepared from the protected amino acids and cyanuric fluoride, and have been tested both in the condensation with simple amino acid esters and in Solid Phase Peptide Synthesis.