133010-20-5Relevant articles and documents
Metal-free approach for hindered amide-bond formation with hypervalent iodine(iii) reagents: application to hindered peptide synthesis
Lee, Hyo-Jun,Huang, Xiao,Sakaki, Shigeyoshi,Maruoka, Keiji
, p. 848 - 855 (2021/02/09)
A new bio-inspired approach is reported for amide and peptide synthesis using α-amino esters that possess a potential activating group (PAG) at the ester residue. To activate the ester functionality under mild metal-free conditions, we exploited the facile dearomatization of phenols with hypervalent iodine(iii) reagents. Using a pyridine-hydrogen fluoride complex, highly reactive acyl fluoride intermediates can be successfully generated, thereby allowing for the smooth formation of sterically hindered amides and peptides from bulky amines and α-amino esters, respectively.
COMPOUNDS, COMPOSITIONS, AND METHODS
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Page 73, 74, (2010/02/05)
Compounds, compositions and methods useful for treating cellular proliferative diseases and disorders by modulating the activity of KSP are disclosed.
Synthesis of Boc- and Z-protected amino acid fluorides employing DAST as a fluorinating agent
Suresh Babu,Gopi,Ananda
, p. 384 - 386 (2007/10/03)
DAST [(diethylamino)sulphur trifluoride] has been used as a fluorinating agent for the synthesis of Boc- and Z-protected amino acid fluorides. All the compounds made have been isolated as crystalline solids in good yield and purity.
tert-Butyloxycarbonyl and Benzyloxycarbonyl Amino Acid Fluorides. New, Stable Rapid-Acting Acylating Agents for Peptide Synthesis
Carpino, Louis A.,Mansour, El-Sayed M. E.,Sadat-Aalaee, Dean
, p. 2611 - 2614 (2007/10/02)
A new class of rapid-acting acylating agents, α-BOC and Z amino acid fluorides are obtained as stable, often crystalline, compounds by treatment of the protected amino acid cyanuric fluoride.
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.