10419-77-9Relevant academic research and scientific papers
Synthesis of a cross phosphonic acid type calix[4]arene with two different spacers and its extractive separation of rare earth metals
Tanaka, Masahiro,Morisada, Shintaro,Kawakita, Hidetaka,Inoue, Katsutoshi,Ohto, Keisuke
, p. 33 - 41 (2015)
A phosphonic acid derivative of calix[4]arene in a cone configuration with two different alkylphosphonic acid substituents positioned at distal positions has been synthesized and used to investigate the extraction behavior towards rare earth metals. The new reagent exhibited both heavy rare earth metal extraction selectivity and very high extraction ability that is comparable to the separation efficiency of the commercial phosphonic acid extraction reagent, 2-ethylhexyl hydrogen 2-ethylhexylphosphonate, towards rare earth metals. The latter reagent is currently used as the most effective means for separating the rare earths. The high extraction and separation efficiency are largely attributed to the convergence of the functional groups in the above calix[4]arene derivative providing a preorganized metal binding site that reflects both the cyclic structure and the cone configuration of the calix[4]arene backbone. Any loss of "binding complementarity" due to the presence of different spacer groups connecting the two phosphonic acid groups to the calix[4]arene backbone is proposed to have been compensated by the operation of a chelate effect giving rise to high extraction ability being maintained. Extraction equilibrium constants and separation factors were estimated based on the extraction data. The stripping of the loaded rare earth metal ions with hydrochloric acid was also investigated.
Synthesis and screening of novel inositol phosphonate derivatives for anticancer functions in vitro
Chen, Wen-Bin,Liu, Jian-Bing,Dou, Dao-Lei,Song, Fan-Bo,Li, Lu-Yuan,Xi, Zhen
, p. 329 - 333 (2015)
Phosphonates have been frequently used as suitable isosteric and isoelectronic replacements for biologically important phosphates in the development of drugs or drug candidates because of their stability toward the action of phosphatases and other enzymes. In this paper, 12 mono-phosphonate inositol compounds were prepared with phosphonate instead of phosphate by two kinds of strategies, nucleophilic substitution and Arbuzov rearrangement, respectively. All compounds were evaluated in vitro for their activity against non-small cell lung cancer (NSCLC) cell line A549. Two compounds (3ac and 3bb) exhibited good antitumor activity at 10 μg/mL.
Direct and straightforward transfer of C1 functionalized synthons to phosphorous electrophiles for accessinggem-P-containing methanes
Touqeer, Saad,Ielo, Laura,Miele, Margherita,Urban, Ernst,Holzer, Wolfgang,Pace, Vittorio
supporting information, p. 2425 - 2429 (2021/04/02)
The direct transfer of different α-substituted methyllithium reagents to chlorinated phosphorous electrophiles of diverse oxidation state (phosphates, phosphine oxides and phosphines) is proposed as an effective strategy to synthesize geminal P-containing
Asymmetric Synthesis of Chiral 1,3-Disubstituted Allylsilanes via Copper(I)-Catalyzed 1,4-Conjugate Silylation of α,β-Unsaturated Sulfones and Subsequent Julia-Kocienski Olefination
Jia, Xue-Shun,Wang, Xian-Liang,Xiao, Jun-Zhao,Yin, Liang,Yin, Xing-Hao
, p. 1916 - 1922 (2021/06/07)
A general synthesis of chiral 1,3-disubstituted allylsilanes is established through copper(I)-catalyzed asymmetric 1,4-conjugate silylation of α,β-unsaturated sulfones and subsequent Julia-Kocienski olefination. By modification of McQuade's NHC ligand, the catalytic asymmetric conjugate silylation with a broad substrate scope is achieved in high enantioselectivity. The following Julia-Kocienski olefination proceeds smoothly at room temperature to deliver an array of chiral allylsilanes in moderate yields. More interestingly, a one-pot asymmetric synthesis with high synthetic efficiency is successfully realized. Utility of the prepared chiral 1,3-disubsituted allylsilanes is demonstrated in the asymmetric allylation of both aldehyde and aldimine. Finally, an interesting “match and mismatch” phenomenon is observed in the asymmetric allylation of chiral aldehydes.
An improved synthesis of adefovir and related analogues
Jones, David J.,O’Leary, Eileen M.,O’Sullivan, Timothy P.
supporting information, p. 801 - 810 (2019/04/17)
An improved synthesis of the antiviral drug adefovir is presented. Problems associated with current routes to adefovir include capricious yields and a reliance on problematic reagents and solvents, such as magnesium tert-butoxide and DMF, to achieve high conversions to the target. A systematic study within our laboratory led to the identification of an iodide reagent which affords higher yields than previous approaches and allows for reactions to be conducted up to 10 g in scale under milder conditions. The use of a novel tetrabutylammonium salt of adenine facilitates alkylations in solvents other than DMF. Additionally, we have investigated how regioselectivity is affected by the substitution pattern of the nucleobase. Finally, this chemistry was successfully applied to the synthesis of several new adefovir analogues, highlighting the versatility of our approach.
A new, effective approach for the C-C bond formation utilizing 1-, 2- and 3-phosphonyl substituted radicals derived from iodoalkylphosphonates and n-Bu3SnH/Et3B/O2 system
Balczewski,Pietrzykowski
, p. 7291 - 7304 (2007/10/03)
A new, practical synthesis of highly substituted phosphonates utilizing 1-, 2- and 3-phosphonyl substituted radicals derived from iodoalkylphosphonates and a catalytic or stoichiometric amounts of the n-Bu3SnH/Et3B/O2 reagent is described.
