2481-26-7Relevant academic research and scientific papers
Epidithiodiketopiperazine as a pharmacophore for protein lysine methyltransferase G9a inhibitors: Reducing cytotoxicity by structural simplification
Fujishiro, Shinya,Dodo, Kosuke,Iwasa, Eriko,Teng, Yuou,Sohtome, Yoshihiro,Hamashima, Yoshitaka,Ito, Akihiro,Yoshida, Minoru,Sodeoka, Mikiko
, p. 733 - 736 (2013/03/13)
Chaetocin (1), a structurally complex epidithiodiketopiperazine (ETP) alkaloid produced by Chaetomium minutum, is a potent inhibitor of protein lysine methyltransferase G9a, which plays important roles in many biological processes. Here we present our syn
Zinc-catalyzed amide cleavage and esterification of β- hydroxyethylamides
Kita, Yusuke,Nishii, Yuji,Higuchi, Takafumi,Mashima, Kazushi
supporting information; body text, p. 5723 - 5726 (2012/08/07)
Snipping tool: Zn(OTf)2 is an efficient catalyst for selective cleavage of amides bearing a β-hydroxyethyl group on the nitrogen atom. The mechanism involves an N,O-acyl rearrangement and transesterification. This new catalytic system can be applied to sequence-specific peptide bond scission at the amine side of a serine residue. Tf=trifluoromethanesulfonyl. Copyright
Practical one-pot double functionalizations of proline
Huy, Peter,Schmalz, Hans-Guenther
, p. 954 - 960 (2011/05/07)
Solubilization of proline as the triethylammonium salt allows N-protection (as the Boc, Cbz or Moc derivative) and subsequent esterification or amidation of the carboxy terminus to be performed in an efficient one-pot fashion. Based on this concept, highly practical protocols were developed to prepare a series of proline derivatives (including Pro-Ser dipetides, Weinreb amides and N-protected proline esters), which are important intermediates, for instance, for the synthesis of proline-derived peptides, chiral reagents and catalysts for asymmetric synthesis. Georg Thieme Verlag Stuttgart - New York.
Fluorous Coupling Reagents: Application of 2-Chloro-4,6- bis[(heptadecafluorononyl)oxy]-1,3,5-triazine in Peptide Synthesis
Markowicz, Marcin W.,Dembinski, Roman
, p. 80 - 86 (2007/10/03)
Benzyloxycarbonyl N-protected and C-terminus methyl ester protected amino acids react in THF in the presence of 4-methylmorpholine and fluorous condensation reagent, 2-chloro-4,6-bis[(heptadecafluorononyl)oxy[-1,3,5- triazine, to form di- and tripeptides
Synthesis of (2R,5S)- and (2S,5S)-2-carboxy-1,4-diaza[4.3.0]bicyclononane as building blocks for the synthesis of new potential HIV protease inhibitors
Falorni, Massimo,Porcheddu, Andrea,Giacomelli, Giampaolo
, p. 1999 - 2005 (2007/10/03)
A procedure for the preparation of optically active (2R,5S)- and (2S,5S)-2-carboxy-1,4-diaza-[4.3.0]bicyclononane is described. The method is based on the reduction of diketopiperazines obtained from cyclization of Pro-L-Ser or Pro-D-Ser and occurs withou
Chiral Ligands Containing Heteroatoms. 11. Optically Active 2-Hydroxymethyl Piperazines as Catalyst in the Enantioselective Addition of Diethylzinc to Benzaldehyde
Falorni, Massimo,Satta, Michele,Conti, Sandra,Giacomelli, Giampaolo
, p. 2389 - 2398 (2007/10/02)
Starting from enantiomerically pure serine, a series of (2R,5S) and (2S,5S)-2-hydroxymethyl-5-alkyl piperazines 1-5 were prepared in good yields without any racemization.The use of these compounds as chiral catalysts for the enantioselective addition of d
Amino Acids and Peptides. VI. Curtius Rearrangement of Acyl Amino Acid and Peptide Azides and Reactivity of the Isocyanates
Okada, Yoshio,Tsuda, Yuko,Yagyu, Masami
, p. 2254 - 2258 (2007/10/02)
Studies on the rate of Curtius rearrangement of acyl amino acid and peptide azides were carried out by means of IR (infrared) spectrophotometry at 25 deg.It was found that Z-Gly-N3 and Z-Pro-N3 were more stable than the other acyl amino acid azides.The re
Sulfonic acid esters
-
, (2008/06/13)
A novel process for the amidation or esterification which comprises reacting a compound having a carboxy group with a compound having an amino or imino group which can be acylated or with a compound having a hydroxy group in the presence of a sulfonic acid ester of the formula: wherein R1 is an organic group and R2 O-- is a residue of a strongly acidic N-hydroxy compound as a condensation agent, and a novel sulfonic acid ester useful as such a condensation agent and a process for the preparation thereof.
