77295-58-0Relevant academic research and scientific papers
Synthesis of analogues of Acyclic nucleoside diphosphates containing a (phosphonomethyl)phosphanyl moiety and studies of their phosphorylation
Dolakova, Petra,Dracinsky, Martin,Fanfrlik, Jindrich,Holy, Antonin
experimental part, p. 1082 - 1092 (2009/07/19)
Acyclic nucleoside diphosphonate derivatives of purines and pyrimidines were prepared by Mitsunobu reaction of suitably protected heterocyclic bases with alcohols containing the (phosphonomethyl)phosphanyl moiety. Furthermore, nonhydrolyzable acyclic analogues of dUDP were prepared as potential inhibitors of dUTPase. Their phosphorylation to analogues of dUTP, however, gave mixtures of linear and branched phosphates. The courses of the phosphorylation reactions were followed by 31P NMR spectroscopy, and we discovered that both phosphonate and phosphinate moieties react with 1,1'-carbonyldiimidazole and tri-n-butylammonium phosphate. The pKa values of the (phosphonomethyl)phosphanyl system were also determined by 31P NMR spectroscopy ( Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009).
U-pin polyamide motif for recognition of the DNA minor groove
Heckel, Alexander,Dervan, Peter B.
, p. 3353 - 3366 (2007/10/03)
DNA-binding hairpin pyrrole-imidazole polyamides with γ-aminobutyric acid as a turn-forming residue tolerate A · T or T · A base pairs under the turn. U-pins - polyamides with a different turn - have been synthesized and their DNA binding properties were studied. The two turn-forming residues are connected via the ring nitrogens using variable length aliphatic linkers ((CH2)n, n = 3-6). Through optimization of the linker length and the substituents at the 2-position of the pyrrole residue on the U-turn, polyamides with G · C/C · G tolerant turns could be found, which bind to DNA in a predictable manner.
Deiodinative fluorination of alkyl iodide with p-iodotoluene difluoride
Sawaguchi, Masanori,Hara, Shoji,Nakamura, Yutaka,Ayuba, Shinichi,Fukuhara, Tsuyoshi,Yoneda, Norihiko
, p. 3315 - 3319 (2007/10/03)
Oxidative fluorination of alkyl iodides with p-iodotoluene difluoride (4) was carried out. In the presence of Et3N-4HF, the fluorination reaction of prim-alkyl iodides selectively took place at the iodine position under mild conditions to give the corresponding alkyl fluorides in good yields.
The Reactivity of the Highly Functionalized Copper, Zinc Reagents RCu(CN)ZnI Toward 1-Haloalkynes and Acetylenic Esters
Yeh, Ming Chang P.,Knochel, Paul
, p. 4799 - 4802 (2007/10/02)
The highly functionalized organometallics RCu(CN)ZnI 1 react efficiently with 1-haloalkynes providing polyfunctionalized alkynes in high yields.This method has been used to prepare a pheromone of the Amathes c-nigrum in 3 steps and 64percent overall yield.The reagents 1 also add in the presence of an excess of Me3SiCl to acetylenic esters to afford polyfunctionalized C-silylated ethylenic esters.In the case of ethyl propiolate, the reaction is highly stereoselective and affords 97percent pure (E)-2-trimethylsilyl ethylenic esters.
