144401-98-9Relevant academic research and scientific papers
De novo synthesis of novel bacterial monosaccharide fusaminic acid
Wei, Ruohan,Liu, Han,Li, Xuechen
, p. 420 - 431 (2019/03/29)
Fusobacterium nucleatum is an oral bacteria related to various types of diseases. As Gram-negative bacteria, lipopolysaccharide (LPS) of Fusobacterium nucleatum could be a potential virulence factor. Recently, the structure of O-antigen in LPS of Fusobact
Total synthesis of (3R,5R) and (3R,5S)-sonnerlactones
Sanaboina, Chakrapani,Chidara, Sridhar,Jana, Samaresh,Eppakayala, Laxminarayana
, p. 1767 - 1770 (2016/04/05)
In this Letter, an enantioselective synthesis of (3R,5R)-sonnerlactone and (3R,5S)-sonnerlactone have been described. Stereochemistry at C-5 position was fixed using a suitable proline catalyzed reaction during the synthesis of aliphatic segment. To accom
Synthesis of the C6-C14 Fragment of Euphosalicin
Aichinger, Christian,Mulzer, Johann,Rinner, Uwe
, p. 1852 - 1856 (2015/08/06)
The synthesis of the C6-C14 fragment of euphosalicin, a highly oxygenated modified jatrophane diterpene, is described. Key steps in the preparation of this versatile intermediate are an Ireland-Claisen rearrangement and a Shibasaki direct asymmetric aldol reaction.
A practical method for p -methoxybenzylation of hydroxy groups using 2,4,6-tris(p -methoxybenzyloxy)-1,3,5-triazine (TriBOT-PM)
Yamada, Kohei,Fujita, Hikaru,Kitamura, Masanori,Kunishima, Munetaka
, p. 2989 - 2997 (2013/11/06)
A new acid-catalyzed p-methoxybenzylating reagent, 2,4,6-tris(p- methoxybenzyloxy)-1,3,5-triazine (TriBOT-PM), has been developed. The reaction of acid- and alkali-labile alcohols with TriBOT-PM in the presence of a catalytic amount of various acids (TfOH, BF3·OEt2, CSA, etc.) afforded the corresponding p-methoxybenzyl ethers in good yields. Since TriBOT-PM is an air-stable crystalline solid and can be prepared from inexpensive materials, i.e. cyanuric chloride and anisyl alcohol, this route is of practical use. Georg Thieme Verlag Stuttgart, New York.
Benzylation of hydroxy groups with tertiary amine as a base
Gathirwa, Jeremiah W.,Maki, Toshihide
experimental part, p. 370 - 375 (2012/01/14)
The benzylation of hydroxy groups in the presence of tertiary amines is described. A mixture of an alcohol and a benzyl halide afforded the corresponding benzyl ether in good to excellent yields in the presence of diisopropylethylamine. The importance of solventless conditions was observed. The reaction showed high tolerance to many functional groups including benzoate, even at a reaction temperature of 150 °C. Sodium iodide was found to be an efficient catalyst to accelerate the reaction.
Asymmetric synthesis of stagonolide-D and stagonolide-G
Mahapatra, Tridib,Das, Tapas,Nanda, Samik
, p. 511 - 519 (2011/06/25)
First asymmetric synthesis of the naturally occurring epoxy noneolide stagonolide-D has been reported in this article. Ring-closing metathesis (RCM) by Grubbs second generation catalyst, Sharpless asymmetric epoxidation (SAE), and cis-selective HornerWads
Synthesis of novel analogues of antimycin A3
Hu, Zilun,Jiang, Xiangjun,Han, Wei
, p. 5192 - 5195 (2008/12/20)
Four novel analogues of antimycin A3, 1a-d, were synthesized in good overall yields.
The total synthesis of chlorotonil A
Rahn, Nicola,Kalesse, Markus
, p. 597 - 599 (2008/09/20)
(Chemical Equation Presented) Stacking the deck: The natural product chloronitril A contains an unprecedented motif in which a CCl2 unit in a 14-membered macrolide framework is flanked by two carbonyl groups. In the first total synthesis of chl
First asymmetric synthesis of a differentially silyl-protected tris(alkynyl)methyl methyl ether
Convertino, Vito,Manini, Peter,Schweizer, W. Bernd,Diederich, Francois
, p. 1206 - 1208 (2007/10/03)
The stereoselective synthesis of the differentially silyl-protected tris(alkynyl) methyl methyl ether, the first optically active trispropargylic alcohol derivative, was investigated. The asymmetric synthesis began with enantiometrically pure ethyl lactat
Resistance-modifying agents. 11. Pyrimido[5,4-d]pyrimidine modulators of antitumor drug activity. Synthesis and structure-activity relationships for nucleoside transport inhibition and binding to α1-acid glycoprotein
Curtin, Nicola J.,Barlow, Hannah C.,Bowman, Karen J.,Calvert, A. Hilary,Davison, Richard,Golding, Bernard T.,Huang, Bing,Loughlin, Peter J.,Newell, David R.,Smith, Peter G.,Griffin, Roger J.
, p. 4905 - 4922 (2007/10/03)
The cardiovascular and antithrombotic agent dipyridamole (DP) has potential therapeutic utility as a modulator of the activity of antimetabolite antitumor agents by virtue of its inhibition of nucleoside transport. However, the activity of DP can be compromised by binding to the acute phase serum protein, α1-acid glycoprotein (AGP). Analogues of DP were synthesized and evaluated as inhibitors of 3H-thymidine uptake into L1210 leukamia cells in the presence and absence of 5 mg/mL AGP. Compounds with potency similar to that of DP were identified where the piperidino substituents at the 4,8-positions were replaced by 4?-methoxybenzylamino, 3?,4?-dimethoxybenzylamino, or piperonylamino groups. Replacement of the diethanolamino groups at the 2,6-positions of DP by alkylamino or alkoxy substituents was tolerated, although at least one oxygen-bearing function (hydroxyl or alkoxy) was required in the side chain for activity comparable to that of DP. Whereas AGP completely ablated the activity of DP, the majority of the newer compounds synthesized retained significant activity in the presence of excess AGP, although replacement of the piperidino groups at the 4,8-positions by N-methylbenzylamino substituents did, in some cases, restore susceptibility to AGP. Selected compounds have been demonstrated to prevent rescue from antifolate cytotoxicity, mediated by nucleoside salvage.
