96013-68-2Relevant academic research and scientific papers
Synthesis of New Tyrosol-Based Phosphodiester Derivatives: Effect on Amyloid β Aggregation and Metal Chelation Ability
Romanucci, Valeria,Giordano, Maddalena,De Tommaso, Gaetano,Iuliano, Mauro,Bernini, Roberta,Clemente, Mariangela,Garcia-Vi?uales, Sara,Milardi, Danilo,Zarrelli, Armando,Di Fabio, Giovanni
, p. 1172 - 1183 (2021/02/01)
Alzheimer's disease (AD) is a multifactorial pathology that requires multifaceted agents able to address its peculiar nature. Increasing evidence has shown that aggregation of amyloid β (Aβ) and oxidative stress are strictly interconnected, and their modu
Total Synthesis of Millingtonine
Brown, Patrick D.,Lawrence, Andrew L.
supporting information, p. 8421 - 8425 (2016/07/19)
Millingtonine is a glycosidic alkaloid that exists as a pair of pseudo-enantiomeric diastereomers. Consideration of the likely biosynthetic origins of this unusual natural product has resulted in the development of a seven-step total synthesis. Results fr
Synthesis and biological evaluation of analogs of AAL(S) for use as ceramide synthase 1 inhibitors
Toop, Hamish D.,Don, Anthony S.,Morris, Jonathan C.
supporting information, p. 11593 - 11596 (2015/12/08)
A convergent synthesis to access hydrophobic tail analogs and head group modifications of AAL(S) is described. The analogs synthesised were evaluated for their ability to inhibit ceramide synthase 1 and for their cytotoxicity in K562 cells. Our results ha
The chemoselective and efficient deprotection of silyl ethers using trimethylsilyl bromide
Shah, Syed Tasadaque A.,Guiry, Patrick J.
experimental part, p. 2168 - 2172 (2009/02/01)
An efficient and chemoselective cleavage of silyl ethers (primary, secondary and aromatic) by using catalytic quantities of trimethylsilyl bromide (TMSBr) in methanol is reported. A wide range of alkyl silyl ethers such as TBS, TIPS, and TBDPS can be chemoselectively cleaved in high yield in the presence of aryl silyl ethers. The deprotection of silyl esters was also achieved employing catalytic quantities of TMSBr. The Royal Society of Chemistry 2008.
Syntheses of (-)-oleocanthal, a natural NSAID found in extra virgin olive oil, the (-)-deacetoxy-oleuropein aglycone, and related analogues
Smith III, Amos B.,Sperry, Jeffrey B.,Han, Qiang
, p. 6891 - 6900 (2008/02/11)
(Chemical Equation Presented) Phenolic compounds extracted from extra virgin olive oil have attracted considerable recent attention. One of the components, (-)-oleocanthal (1), an inhibitor of the COX-1 and COX-2 enzymes, possesses similar potency as the NSAID ibuprofen. In this, a full account, we disclose the first- and now second-generation syntheses of both enantiomers of the oleocanthals, as well as the first synthesis of the closely related (-)-deacetoxy-oleuropein aglycone and a series of related analogues for structure activity studies. To demonstrate the utility of the second-generation synthesis, multigram quantities of (-)-oleocanthal were prepared in 10 steps (14% overall yield) from commercially available D-lyxose.
Silyl methallylsulfinates: Efficient and powerful agents for the chemoselective silylation of alcohols, polyols, phenols and carboxylic acids
Huang, Xiaogen,Craita, Cotinica,Awad, Loay,Vogel, Pierre
, p. 1297 - 1299 (2008/03/28)
Alcohols, phenols and carboxylic acids are silylated with very good yields in the presence of silyl methallylsulfinates under non-basic conditions and with the formation of volatile co-products. The Royal Society of Chemistry 2005.
Efficient chemoselective deprotection of silyl ethers using catalytic 1-chloroethyl chloroformate in methanol
Yeom, Chang-Eun,Kim, Young Jong,Lee, So Young,Shin, Yong Je,Kim, B. Moon
, p. 12227 - 12237 (2007/10/03)
Fast and chemoselective desilylation of silyl-protected alcohols was achieved using a catalytic amount of 1-chloroethyl chloroformate in methanol. With a minimal amount of 1-chloroethyl chloroformate as the source for anhydrous HCl, extremely efficient cleavage of silyl ethers of primary and secondary alcohols was accomplished, and chemoselective deprotection of one silyl ether in the presence of another silyl or other acid-labile group was possible through controlling the amount of the chloroformate and reaction time.
Synthesis of long-chain fatty acid enol esters isolated from an environmental DNA clone
Brady, Sean F.,Clardy, Jon
, p. 121 - 124 (2007/10/03)
(Matrix presented) Long-chain fatty acid enol ester 1 is the major metabolite of a new family of small molecules isolated from the heterologous expression of environmentally derived DNA. A versatile synthesis of 1, in which an aromatic acetaldehyde is O-a
Selective removal of phenolic and alcoholic silyl ethers
Prakash, Chandra,Saleh, Samir,Blair, Lan A.
, p. 7565 - 7568 (2007/10/02)
Potassium carbonate/Kriptofix 222 and pyridinium p-toluenesulfonate or BF3-etherate have been found to remove the tert-butyldimethylsilyl group from phenolic and alcoholic silyl ethers, respectively. This methodology should find wide applicability in complex organic synthesis.
