112142-82-2Relevant academic research and scientific papers
Practical Peptide Synthesis Mediated by a Recyclable Hypervalent Iodine Reagent and Tris(4-methoxyphenyl)phosphine
Zhang, Chi,Liu, Shan-Shan,Sun, Bo,Tian, Jun
supporting information, p. 4106 - 4109 (2015/09/01)
6-(3,5-Bis(trifluoromethyl)phenyl)-1H,4H-2aλ3-ioda-2,3-dioxacyclopenta[hi]indene-1,4-dione (p-BTFP-iodosodilactone, 1a) was synthesized and demonstrated to be an efficient hypervalent iodine(III) reagent for the synthesis of dipeptides from various standard amino acids, including sterically hindered amino acids, in good to high yields within 30 min in the presence of tris(4-methoxyphenyl)phosphine. In addition, the combined system of 1a/(4-MeOC6H4)3P was used to synthesize the pentapeptide leu-enkephalin in protected form. It is worth noting that 1a can be regenerated readily after reaction.
Design, synthesis, and application of enantioselective coupling reagent with a traceless chiral auxiliary
Kolesinska, Beata,Kaminski, Zbigniew J.
supporting information; experimental part, p. 765 - 768 (2009/09/06)
(Chemical Equation Presented) Stable chiral N-triazinylbrucinium tetrafluoroborate enantioselectively activates racemic carboxylic acids yielding enantiomerically enriched amides, esters, and dipeptides with er from 8:92 to 0.5:99.5. Due to the departure
Oxidation-induced Acyl group transfer from hydroquinone esters to nucleophiles
Reischl, Gerald,El-Mobayed, Medhat,Bei?wenger, Rudolf,Regier, Klaus,Maichle-M?ssmer, C?cilia,Rieker, Anton
, p. 765 - 773 (2007/10/03)
Bivalent oxidation of 3,5-di-tert-butyl-hydroquinone monoesters leads to phenoxenium ions, which can transfer an acyl group to nucleophiles. Based on this principle, dipeptides, glyco-amino acids and N-sulfonyl-amino acids were synthesized from hydroquino
Efficient synthesis of alamethicin F-30 using a chloro imidazolidium coupling reagent, CIP
Akaji, Kenichi,Tamai, Yasunori,Kiso, Yoshiaki
, p. 9341 - 9344 (2007/10/02)
Alamethicin F-30 has been synthesized in solution using a CIP-additive as a coupling agent and TFA as a final deprotecting reagent. All couplings including those between sterically hindered α,α-dimethyl amino acid were successfully achieved by a 60 min re
Fungal metabolites. XVII. Synthesis and NMR study of ion channel-forming peptides, trichosporin B-VIa and its derivative
Nagaoka,Iida,Fujita
, p. 1258 - 1263 (2007/10/02)
A membrane-modifying peptide antibiotic, trichosporin B-VIa, having catecholamine secretion-inducing activity on bovine adrenal chromaffin cells has been synthesized. Aib14-Trichosporin B-Vla, in which Pro14 was replaced by Aib, has
Selective Amide Cleavage in Peptides Containing α,α-Disubstituted α-Amino Acids
Wipf, Peter,Heimgartner, Heinz
, p. 354 - 368 (2007/10/02)
A new synthesis of dipeptides with terminal α,α-disubstituted α-amino acids, using 2,2-disubstituted 3-amino-2H-azirines 1 as amino-acid equivalents, is demonstrated.The reaction of 1 with N-protected amino acids leads to the corresponding dipeptide amide
