51083-10-4Relevant academic research and scientific papers
Pentaric acids and derivatives from nitric acid-oxidized pentoses
Hinton, Michael R.,Manley-Harris, Merilyn,Hardcastle, Kenneth I.,Kiely, Donald E.
, p. 68 - 85 (2013)
This report describes the preparation of the four stereoisomeric pentaric acids by nitric acid oxidation of d-xylose, d-arabinose, l-arabinose, and d-ribose, with xylaric, d-arabinaric, and l-arabinaric acids being made in a reactor under computer control. The pentaric acids were converted to their crystalline N,N′-dimethylpentaramides, derivatives that proved useful for isolation of the arabinaric acids from their respective oxidation mixtures. The N,N′-dimethylpentaramides were readily convertible to the corresponding pentaric acid disodium salts in aqueous sodium chloride. The 2,3,4-O-triacetyl-N,N′-dimethylpentaramides of xylaric, l-arabinaric, and ribaric acid were also prepared. Ribaric acid was isolated as crystalline 1,4(5,2)-ribarolactone and further characterized by x-ray crystallography.
Preparation of glycoluril monomers for expanded cucurbit[n]uril synthesis
Burnett, Christopher A.,Lagona, Jason,Wu, Anxin,Shaw, Jennifer A.,Coady, Daniel,Fettinger, James C.,Day, Anthony I.,Isaacs, Lyle
, p. 1961 - 1970 (2003)
Glycoluril derivatives bearing free ureidyl groups (1) and bis(cyclic ethers) (2) are the fundamental building blocks for the synthesis of cucurbituril, its derivatives, and its congeners. The known derivatives of 1 and 2 fall into two main classes - those bearing alkyl or aryl functional groups on their convex face. In this paper we present a third class of glycolurils, namely those bearing substituents that are electron withdrawing in character. This class of compounds carries carboxylic acid derived functional groups on their convex face and are derived from diesters 1e and 2e. An improved synthesis of 1e and 2e is reported and their modification described. For example, 1e and 2e are converted into secondary amides (10-15) by heating in solutions of the neat primary amines. The secondary amides can be transformed into imides (19-22, 24, 25) by heating with PTSA in ClCH2CH2Cl. The isolation of these compounds in pure form in high yields is accomplished by simple and scalable washing or recrystallization procedures. We also present the X-ray crystallographic characterization of bis(cyclic ethers) 2e, 8, and 22. We anticipate that the ready availability of ester, carboxylate, acid, secondary amide, imide, and tertiary amide derivatives of 1 and 2 will expand the scope of the synthesis of cucurbituril derivatives by providing a new class of building blocks with electron withdrawing substituents.
Synthesis and Evaluation of a Novel Hydrophilic 6,6′-Bis(1,2,4-triazin-3-yl)-2,2′-bipyridine Ligand for Separating Actinide(III) from Lanthanide(III)
Lewis, Frank W.,Harwood, Laurence M.,Hudson, Michael J.,Nú?ez, Ana,Galán, Hitos,Espartero, Amparo G.
, p. 1 - 5 (2016)
We report the synthesis and evaluation of a novel hydrophilic 6,6′-bis(1,2,4-triazin-3-yl)-2,2′-bipyridine (BTBP) ligand containing carboxylate groups as a selective aqueous complexing agent for the minor actinides over lanthanides. The novel ligand is able to complex and separate Am(III) from Eu(III) in alkaline solutions selectively.
