23547-47-9Relevant academic research and scientific papers
Peptide Bond Formation of Amino Acids by Transient Masking with Silylating Reagents
Muramatsu, Wataru,Yamamoto, Hisashi
supporting information, p. 6792 - 6797 (2021/05/29)
A one-pot peptide bond-forming reaction has been developed using unprotected amino acids and peptides. Two different silylating reagents, HSi[OCH(CF3)2]3 and MTBSTFA, are instrumental for the successful implementation of this approach, being used for the activation and transient masking of unprotected amino acids and peptides at C-termini and N-termini, respectively. Furthermore, CsF and imidazole are used as catalysts, activating HSi[OCH(CF3)2]3 and also accelerating chemoselective silylation. This method is versatile as it tolerates side chains that bear a range of functional groups, while providing up to >99% yields of corresponding peptides without any racemization or polymerization.
Sodium methoxide: A simple but highly efficient catalyst for the direct amidation of esters
Ohshima, Takashi,Hayashi, Yukiko,Agura, Kazushi,Fujii, Yuka,Yoshiyama, Asako,Mashima, Kazushi
supporting information; experimental part, p. 5434 - 5436 (2012/07/03)
A simple NaOMe catalyst provides superior accessibility to a wide variety of functionalized amides including peptides through direct amination of esters in an atom-economical and environmentally benign way.
Solvent-free synthesis of peptides
Declerck, Valerie,Nun, Pierrick,Martinez, Jean,Lamaty, Frederic
supporting information; experimental part, p. 9318 - 9321 (2010/03/24)
Chamical Equation Presentation A crush on sweetness! The coupling of a urethane-protected N-carboxyanhydride of an amino acid with another amino acid derivative under ball-milling conditions gives a protected dipeptide in very high yield (see scheme; PG: protecting group). The reaction takes place in the solid state. The synthesis was applied to the preparation of a tri peptide and the sweetener aspartame, without any organic solvent or purification.
