88621-47-0Relevant articles and documents
O-Acyl isopeptide method: Development of an O-acyl isodipeptide unit for Boc SPPS and its application to the synthesis of Aβ1-42 isopeptide
Yoshiya, Taku,Uemura, Tsuyoshi,Maruno, Takahiro,Kubo, Shigeru,Kiso, Yoshiaki,Sohma, Youhei,Kobayashi, Yuji,Yoshizawa-Kumagaye, Kumiko,Nishiuchi, Yuji
, p. 669 - 674 (2014)
The O-acyl isopeptide method was developed for the efficient preparation of difficult sequence-containing peptide. Furthermore, development of the O-acyl isodipeptide unit for Fmoc chemistry simplified its synthetic procedure by solid-phase peptide synthesis. Here, we report a novel isodipeptide unit for Boc chemistry, and the unit was successfully applied to the synthesis of amyloid β peptide. Combination of Boc chemistry and the isodipeptide unit would be an effective method for the synthesis of many difficult peptides. Copyright
Single Electron Transfer-Induced Selective α-Oxygenation of Glycine Derivatives
Venugopal, Navyasree,Moser, Johannes,Vojtí?ková, Margaréta,Císa?ová, Ivana,K?nig, Burkhard,Jahn, Ullrich
supporting information, p. 405 - 412 (2021/11/03)
Modification of amino acids is an important strategy in organic and bioorganic chemistry. In contrast to common side-chain functionalization, backbone modification is much less explored. Especially glycine units seem to be attractive and versatile since a wide range of functionality can be potentially introduced. We report here oxidative modification of glycinates that are stable and enable further functionalization. Selective glycinate enolate oxidation by TEMPO or a FeCp2PF6/TEMPO reagent combination provides stable alkoxyamines in good to excellent yields. The methodology is expanded to glycine-containing dipeptides demonstrating selective oxygenation at the glycine unit. The orthogonal reactivity potential of oxygenated glycines for transformation to other amino acid derivatives is explored.
Base catalytic decarboxylation amination preparation method of amino-acid ester/amide
-
Paragraph 0072-0073, (2019/10/10)
The invention discloses a base catalytic preparation method of alpha amino-acid ester/amide from beta carbonyl acid, and belongs to the field of organic chemistry. According to the method, malonate is taken as a raw material, single hydrolysis is carried out to obtain beta carbonyl acid, reaction with a hydroxylamine compound is carried out to obtain an acyloxyl carbamic acid ester, and under the effect of an alkali, removing of one molecule carbon dioxide is carried out so as to obtain an alpha amino-acid ester, wherein the process of synthesis of the alpha amino-acid ester/amide is similar to the above process. The raw materials are widely available; operation is simple and convenient; reaction conditions are mild; using of toxic cyanide and derivatives of cyanide, strong oxidizing/reducing agents, and precious metal catalysts in a conventional alpha amino acid synthesis method is avoided; and requirements of the trend of green chemistry development are satisfied.