109856-85-1Relevant academic research and scientific papers
Synthesis and transport studies of new enantiopure lipophilic crown ethers containing a diarylphosphinic acid unit
Szab, Tams,Hirsch, Edit,Tth, Tünde,Huszthy, Pter
, p. 1443 - 1449 (2014)
The synthesis of new enantiopure lipophilic crown ethers (S,S)-6, (R,R)-6 and (S,S)-7 containing a diarylphosphinic acid unit has been carried out. The transport ability of these ligands has been studied in an aqueous source phase/lipophilic organic bulk liquid membrane/aqueous receiving phase system controlled by the pH of the media. The transport of metal ions and amines has also been studied. These studies showed high selectivity for protonated amines.
Synthesis and enantioselective transport studies of both enantiomers of new chiral proton-ionizable crown ethers containing a diarylphosphinic acid unit
Szabó-Szentjóbi, Hajnalka,Bagi, Péter,Müller, Judit,Balogh, Gy?rgy Tibor,Tóth, Tünde,Huszthy, Péter
, p. 1275 - 1281 (2019)
The synthesis of four new enantiopure crown ethers containing a diarylphosphinic acid unit has been carried out. As a continuation of our work in this field, the enantioselective transport ability of these ligands for chiral amines has been studied in an
STEREOCHEMICALLY ENRICHED COMPOSITIONS FOR DELIVERY OF NUCLEIC ACIDS
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Paragraph 00215, (2016/04/04)
Provided, in part, is a composition comprising one or more chemical entities of formula I, each of which is a compound of formula (I):a pharmaceutically acceptable salt thereof, a solvate thereof, or a solvate of a pharmaceutically acceptable salt thereof
Synthesis of linear aza and thio analogues of acetogenins and evaluation of their cytotoxicity
Villo, Piret,Toom, Lauri,Eriste, Elo,Vares, Lauri
, p. 6886 - 6899 (2013/11/06)
We report the stereoselective synthesis of thio and aza analogues of Annonaceous acetogenins. The synthetic route allows easy variation of the stereochemistry and of the thio- and aza-fragments. Kinetic resolution of terminal bis-epoxides was used to set two remote stereocentres with high enantio- and diastereoselectivities in one step. The cytotoxicity of the analogues was assessed using the HeLa cell line. Four aza and two thio analogues of Annonaceous acetogenins were synthesized according to a general synthetic route. Two remote stereocentres in the analogues were set with high enantio- and diastereoselectivity in one step by hydrolytic kinetic resolution of a terminal bis-epoxide. Copyright
(5R,7R)-5-Methylheptadecan-7-ol: A novel sex pheromone component produced by a female lichen moth, Miltochrista calamina, in the family Arctiidae
Yamakawa, Rei,Kiyota, Ryutaro,Taguri, Tomonori,Ando, Tetsu
, p. 5808 - 5811 (2011/12/14)
A methyl-branched heptadecanol was found in the pheromone gland extract of a female lichen moth, Miltochrista calamina (Arctiidae, Lithosiinae). GC-MS analyses of the alcohol and a hydrocarbon derived from it by subsequent treatments with methanesulfonyl chloride and LiAlD4 in microscale reactions indicated 5-methylheptadecan-7-ol (1) as one possible structure. The four stereoisomers of 1 in a ratio of 4:4:1:1 were prepared from (S)-b-citronellol with 60% ee, and were separated by a combination of achiral and chiral HPLC columns. The absolute configuration of each isomer was determined by the comparison with the chromatographic behaviors of other samples synthesized by a different scheme, which applied the Jacobsen hydrolytic kinetic resolution of racemic 1,2-epoxydodecane to fix the configuration of the 7-hydroxy group. Only the (5R,7R)-isomer attracted male moths; thus, we concluded that M. calamina females secrete (5R,7R)-1 as a sex pheromone, indicating a new chemical class of lepidopteran female sex pheromones.
AMINOALCOHOL LIPIDOIDS AND USES THEREOF
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Page/Page column 160, (2010/06/11)
Aminoalcohol lipidoids are prepared by reacting an amine with an epoxide-terminated compound are described. Methods of preparing aminoalcohol lipidoids from commercially available starting materials are also provided. Aminoalcohol lipidoids may be prepare
The generation and trapping of enantiopure bromonium ions
Braddock, D. Christopher,Hermitage, Stephen A.,Kwok, Lilian,Pouwer, Rebecca,Redmond, Joanna M.,White, Andrew J. P.
supporting information; experimental part, p. 1082 - 1084 (2009/07/10)
Enantiopure bromonium ions may be generated from enantiopure bromohydrins and derivatives, they can be trapped with an in situ nucleophile to give enantiomerically pure products. The Royal Society of Chemistry 2009.
Highly diastereoselective synthesis of orthoquinone monoketals through λ13-iodane-mediated oxidative dearomatization of phenols
Pouysegu, Laurent,Chassaing, Stefan,Dejugnac, Delphine,Lamidey, Anne-Marie,Miqueu, Karinne,Sotiropoulos, Jean-Marc,Quideau, Stephane
supporting information; experimental part, p. 3552 - 3555 (2009/02/07)
(Chemical Equation Presented) Versatile chiral substrates for asymmetric synthesis are formed through the spiroketalization of phenols with a chiral substituted ethanol unit O-tethered to the ortho position upon treatment with PhI-(OAc)2 (see example; TFE = 2,2,2-tri-fluoroethanol). Intermediates with a six-membered iodine(III)-containing ring (the natural localized molecular orbitals associated with the I-C6 bond are shown) undergo ligand coupling to give the spiroketals.
Synthesis of amphiphilic amino alcohols
Toom, Lauri,Villo, Piret,Liblikas, Ilme,Vares, Lauri
experimental part, p. 4295 - 4313 (2009/04/11)
An efficient and general approach for the synthesis of amphiphilic 1,2-amino alcohols is reported. The use of N-benzyl protecting groups is essential for obtaining good yields when opening a long-chain terminal epoxide with an amine. Copyright Taylor & Francis Group, LLC.
Asymmetric epoxidation of terminal alkenes with hydrogen peroxide catalyzed by pentafluorophenyl PtII complexes
Colladon, Marco,Scarso, Alessandro,Sgarbossa, Paolo,Michelin, Rino A.,Strukul, Giorgio
, p. 14006 - 14007 (2007/10/03)
Easily accessible chiral PtII complexes 1 allow highly enantioselective and completely regioselective asymmetric epoxidation of terminal alkenes with hydrogen peroxide. Copyright
