《One-pot ring-opening peptide synthesis using α,α-difluoro-β-lactams》 was written by Tarui, Atsushi; Ueo, Masakazu; Morikawa, Marino; Tsuta, Masahiko; Iwasaki, Sumika; Morishita, Noriko; Karuo, Yukiko; Sato, Kazuyuki; Kawai, Kentaro; Omote, Masaaki. Formula: C12H15ClN2O2 And the article was included in Synthesis in 2020. The article conveys some information:
α,α-Difluoro-β-lactams successfully underwent ring-opening aminolysis with various amino acids in 2,2,2-trifluoroethanol to afford fluorine-containing peptides. In this aminolysis, it was found that 2,2,2-trifluoroethanol first attacked the α,α-difluoro-β-lactams with cleavage of lactam ring to form the corresponding open-chain 2,2,2-trifluoroethyl esters as reactive intermediates. The trifluoroethyl esters were more electrophilic compared with the corresponding Me ester and thereby accelerated the aminolysis with various amino acids to form β-amino acid peptides with α,α-difluoromethylene unit. In the experiment, the researchers used many compounds, for example, H-Trp-OMe.HCl(cas: 7524-52-9Formula: C12H15ClN2O2)
H-Trp-OMe.HCl(cas:7524-52-9) is one of amino acid derivatives. Amino acid derivatives represent an important category of skin penetration promoters. These compounds possess hydrophobic chains attached to an amino acid headgroup via a biodegradable ester bond. Due to the amphiphilic nature of these derivatives, it is possible for them to enter into the SC lipid barrier and significantly disorganize skin membrane lipids.Formula: C12H15ClN2O2
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