16814-88-3Relevant academic research and scientific papers
ARYLMETHYLENE HETEROCYCLIC COMPOUNDS AS KV1.3 POTASSIUM SHAKER CHANNEL BLOCKERS
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Paragraph 0507; 0508, (2021/04/17)
A compound of Formula (I) or a pharmaceutically acceptable salt thereof is described, wherein the substituents are as defined herein. Pharmaceutical compositions comprising the same and method of using the same are also described.
Efficient synthesis of dissymmetric malonic acid S, O -esters via monoalcoholysis of symmetric dithiomalonates under neutral conditions
Matsuo, Kazumasa,Shindo, Mitsuru
supporting information; experimental part, p. 4406 - 4409 (2011/10/08)
A novel method for the highly selective synthesis of dissymmetric S,O-malonates starting from symmetric diphenyl dithiomalonates under neutral conditions is described. The key step is the thermal formation of an acylketene, the stability of which would co
A convenient synthesis of dibenzyl α,α-difluoromethyl-β-ketophosphonates
Ladame, Sylvain,Willson, Michele,Perie, Jacques
, p. 2640 - 2648 (2007/10/03)
The first synthesis of dibenzyl α,α-difluoro-β-ketophosphonates has been accomplished by an original fluorination reaction, namely addition of the F+ ion to the enolate form of the corresponding dibenzyl β-ketophosphonate. After an easy cleavag
Asymmetric synthesis of a 3-acyltetronic acid derivative, RK-682, and formation of its calcium salt during silica gel column chromatography
Sodeoka,Sampe,Kojima,Baba,Morisaki,Hashimoto
, p. 206 - 212 (2007/10/03)
RK-682 was reported to be a potent protein tyrosine phosphatase inhibitor. We found that (R)-3-hexadecanoyl-5-hydroxymethyltetronic acid (I) was easily converted to its calcium salt during column chromatography on Silica gel 60, and this calcium salt was identical to RK-682 originally isolated from a natural source. Here we report details of the asymmetric synthesis of (R)-I and its conversion to the calcium salt. Fast atom bombardment mass spectrometric (FAB-MS) analysis of the free and calcium salt forms of RK-682 is also reported.
A new approach to the stereospecific synthesis of phospholipids. The use of L-glyceric acid for the preparation of diacylglycerols, phosphatidylcholines, and related derivatives
Roodsari, Farzaneh S.,Wu, Dongpei,Pum, Gregory S.,Hajdu, Joseph
, p. 7727 - 7737 (2007/10/03)
A new stereospecific synthesis of phospholipid derivatives of 1,2- diacyl-sn-glycerols is reported. The synthesis is based on (1) the use of L- glyceric acid as the stereocenter for construction of the optically active phospholipid molecule, (2) preparation of 3-triphenylmethyl-sn-glycerol as the key intermediate for sequential introduction of the primary and secondary acyl functions leading to the chiral diglycerides, and (3) elaboration of the sn-3-phosphodiester headgroup via phosphorylation using 2-chloro-2-oxo-1,3,2- dioxaphospholane, followed by ring opening of the five-membered phosphorus heterocycle with trimethylamine, ammonia, as well as oxygen and sulfur nucleophiles. The sequence has been shown to be suitable for the preparation of both symmetric and mixed-chain diacylglycerols with saturated and unsaturated acyl substituents. Phospholipid headgroups including phosphocholine, phosphoethanolamine, phosphoethanol, and phosphoethylthioacetate functions have been prepared. Application of the method to the synthesis of functionalized phosphatidylcholines has also been demonstrated by incorporating spectroscopically active spin-labeled and fluorescent reporter groups via postsynthetic derivatization of chain terminal ω-aminoalkyl functions of the acyl substituents of the compounds. The synthetic methods developed have a great deal of flexibility, providing convenient routes to a wide range of structurally variable phospholipids for physicochemical, enzymological, and cell-biological studies.
Asymmetric synthesis of RK-682 and its analogs, and evaluation of their protein phosphatase inhibitory activities
Sodeoka, Mikiko,Sampe, Ruriko,Kagamizono, Terumi,Osada, Hiroyuki
, p. 8775 - 8778 (2007/10/03)
We report an asymmetric synthesis of a potent tyrosine phosphatase inhibitor, RK-682 and its analogs. The absolute stereochemistry of RK-682 was determined to be (R). The inhibitory activities of RK-682 and its analogs, (R)-1a, (S)-1a, (R)-1b and (R)-1c toward various protein phosphatases (VHR, cdc25A, cdc25B, and PPI) are also reported.
STEREOSPECIFIC SYNTHESIS OF 2-THIOPHOSPHATIDYLCHOLINES; A NEW CLASS OF BIOLOGICALLY ACTIVE PHOSPHOLIPID ANALOGUES
Bhatia, Suresh K.,Hajdu, Joseph
, p. 3767 - 3770 (2007/10/02)
A new stereospecific synthesis of biologically active sn-2-thiophosphatidylcholines is reported.
