19491-18-0Relevant academic research and scientific papers
Selective opioid growth factor receptor antagonists based on a stilbene isostere
Stockdale, David P.,Titunick, Michelle B.,Biegler, Jessica M.,Reed, Jessie L.,Hartung, Alyssa M.,Wiemer, David F.,McLaughlin, Patricia J.,Neighbors, Jeffrey D.
, p. 4464 - 4474 (2017)
As part of an ongoing drug development effort aimed at selective opioid receptor ligands based on the pawhuskin natural products we have synthesized a small set of amide isosteres. These amides were centered on lead compounds which are selective antagonis
Syntheses of mycophenolic acid and its analogs by palladium methodology
Lee,Fujiwara,Ujita,Nagatomo,Ohta,Shimizu
, p. 1437 - 1443 (2001)
Syntheses of mycophenolic acid (MPA, 1) and its analogs were carried out using palladium-catalyzed Heck carbonylation and olefination. Thus, the reaction of 2-bromo-3,5-dimethoxybenzyl alcohol (4) in toluene under carbon monoxide at 180 °C in the presence of palladium catalyst using sodium carbonate as a base gave 5,7-dimethoxyphthalide (5) in 88% yield. The phthalide 7 was converted to 6-iodo-5,7-dimethoxy-4-methylphthalide (8). Reaction of aromatic iodide 8 with isoprene and dimethyl malonate in the presence of palladium(0) catalyst gave the three component coupling product 9, which was converted into 1 in three steps. 4-NorMPA (16) and 4-homoMPA (22) were synthesized similarly.
Regioselective bromination: An approach to the D-ring of the gilvocarcins
Sharif, Ehesan U.,O'Doherty, George A.
, p. 1275 - 1285 (2014)
A method for the regioselective ortho-bromination of unsymmetrically protected 3,5-dihydroxybenzoic acid esters has been developed. The route involves protecting group optimization studies to attain high regioselectivity for the ortho-bromination. Pd-catalyzed stannation and boration were performed to construct the D-ring coupling partners for the synthesis of gilvocarcin analogs.
Bromination of phenyl ether and other aromatics with bromoisobutyrate and dimethyl sulfoxide
Li, Jia-Qin,Chen, Xiao-Hui,Wang, Xian-Xun,Cui, Hai-Lei
supporting information, (2021/09/09)
Bromoisobutyrate has been used for the first time as a general brominating source for the direct bromination of a diverse of simple phenyl ethers. Aromatic ethers bearing various substituents could be compatible in this reaction system delivering brominated arenes in moderate to good yields. The reaction system can also be expanded to bromination of phenols and unactivated arene. This process can be regarded as an alternative for the well-established bromination systems for bromoarene synthesis.
ENHANCING AUTOPHAGY OR INCREASING LONGEVITY BY ADMINISTRATION OF UROLITHINS OR PRECURSORS THEREOF
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Sheet 33, (2014/01/17)
Disclosed are methods, compounds, and compositions useful for increasing autophagy and promoting longevity. The methods, compounds, and compositions relate to urolithins and urolithin precursors and use thereof. Certain urolithins are represented by Formula I, while certain urolithin precursors are represented by Formula IV. The urolithin may be urolithin A, urolithin B, urolithin C, or urolithin D. The urolithin precursor may be ellagic acid or an ellagitannin. The methods include in vivo, ex vivo, and in vitro uses of the compounds and compositions.
Application of the excited state meta effect in photolabile protecting group design
Wang, Pengfei,Hu, Ayou,Wang, Yun
, p. 2831 - 2833 (2008/02/07)
A novel photolabile protecting group for carbonyl compounds has been developed, based on the excited state meta effect.
Atropo-enantioselective synthesis of the natural bicoumarin (+)-yisokotanin A via a configurationally stable biaryl lactone
Bringmann, Gerhard,Hinrichs, Juergen,Henschel, Petra,Kraus, Juergen,Peters, Karl,Peters, Eva-Maria
, p. 1096 - 1106 (2007/10/03)
The atropo-enantioselective total synthesis of the axially chiral bicoumarin (+)-isokotanin A (1) is described. Key steps were the formation of a configurationally stable seven-membered biaryl lactone and its kinetic resolution by atroposelective ring cleavage. The previous assignment of the absolute configuration of (+)-isokotanin A (1) (and its synthetic precursors) was confirmed by quantum chemical CD calculations. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.
Total synthesis of calicheamicinone: New arrangements for actuation of the reductive cycloaromatization of aglycon congeners
Haseltine, John N.,Cabal, Maria Paz,Mantlo, Nathan B.,Iwasawa, Nobuharu,Yamashita, Dennis S.,Coleman, Robert S.,Danishefsky, Samuel J.,Schulte, Gayle K.
, p. 3850 - 3866 (2007/10/02)
The total synthesis of dl-calicheamicinone (1) has been accomplished. The key elements of the synthesis were (i) an application of the Becker-Adler reaction to reach compound 91, (ii) an application of the concept of in situ protection to deliver lithiate
Enantiomerically homogeneous intermediates toward the synthesis of descarbamoylcalicheamicinone
Yamashita, Dennis S.,Rocco, Vincent P.,Danishefsky, Samuel J.
, p. 6667 - 6670 (2007/10/02)
Enzymatically mediated kinetic resolution of racemic 12 with lipase PS-30 provides a practical route to the aglycones of descarbamoylcalicheamicin.
