166194-08-7Relevant academic research and scientific papers
Synthesis of 3,5-disubstituted-1,2-dioxolanes: access to analogues of mycangimycin and some rearrangement products
Nguyen, Thuy Linh,Ferrié, Laurent,Figadère, Bruno
, p. 5286 - 5289 (2016)
Mycangimycin is a eicosa-heptenic acid containing an unprecedented 3,5-disubstituted-1,2-dioxolane ring with promising anti-fungal and antimalarial activity. Most reported methods to prepare 1,2-dioxolanes are targeting 3,3,5,5-tetrasubstituted or 3,3,5-trisubstituted 1,2-dioxolanes. Thus, some methods for synthesizing these unusual 3,5-disubstituted 1,2-dioxolanes were investigated. The most promising approach was the use of a Kulinkovich reaction followed by an oxidative ring opening of the cyclopropanol with Co(acac)2to reach the peroxy-hemiketal structure. Successive triflic acid mediated silane reduction of the corresponding peroxy-hemiketal afforded the expected 3,5-disubstituted-1,2-dioxolane ring. Through our studies, some unprecedented rearrangements of 1,2-dioxolane rings were observed, which will be discussed in this Letter. Finally, two saturated analogues of mycangimycin were synthesized.
Fullerene derivatives as dual inhibitors of HIV-1 reverse transcriptase and protease
Yasuno, Takumi,Ohe, Tomoyuki,Kataoka, Hiroki,Hashimoto, Kosho,Ishikawa, Yumiko,Furukawa, Keigo,Tateishi, Yasuhiro,Kobayashi, Toi,Takahashi, Kyoko,Nakamura, Shigeo,Mashino, Tadahiko
supporting information, (2020/11/20)
In the present study, we newly synthesized three types of novel fullerene derivatives: pyridinium-type derivatives trans-3a and 4a-5b, piperidinium-type derivative 9, and proline-type derivatives 10a-12. Among the assessed compounds, 5a, 10e, 10f, 10i, 11
SULFONAMIDE COMPOUNDS HAVING TNAP INHIBITORY ACTIVITY
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Page/Page column 112; 171; 172; 173, (2018/07/29)
The present invention relates to a compound or a pharmacologically acceptable salt thereof having excellent tissue non-specific alkaline phosphatase inhibitory activity. The present invention provides a compound represented by the formula (I) or a pharmacologically acceptable salt thereof.
HERBICIDAL ISOXAZOLO[5,4-B]PYRIDINES
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Page/Page column 56, (2013/07/25)
The invention relates to isoxazolo[5,4-b]pyridine compounds of formula (I), to the agriculturally useful salts of isoxazolo[5,4-b]pyridine compounds of formula (I), and to their use as herbicides.
Effect of deuteration on the metabolism and clearance of some pharmacologically active compounds - Synthesis and in vitro metabolism of deuterated derivatives of dronedadrone
Schofield, Joseph,Brasseur, Denis,De Bruin, Beatrice,Vassal, Thierry,Klieber, Sylvie,Arabeyre, Catherine,Bourrie, Martine,Sadoun, Freddy,Fabre, Gerard
, p. 504 - 512 (2014/03/21)
The synthesis and in vitro metabolism studies of a family of specifically deuterated derivatives of dronedarone are described. Metabolic stability and clearance of the parent compound are not sensitive to deuterium substitution, irrespective of the position of the heavy label. Copyright
PHOSPHOGLYCERATE KINASE INHIBITORS
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Page/Page column 70-71, (2012/04/23)
Disclosed are compounds of formula (I) or pharmaceutical acceptable salts thereof, wherein R1, R2, R3 and R4 are as defined in the description. Disclosed are also the methods of making said compounds, and compositions containing said compounds which are useful for inhibiting kinases such as phosphoglycerate kinase.
N-Heterocyclic carbene-catalyzed oxidations
Maki, Brooks E.,Chan, Audrey,Phillips, Eric M.,Scheidt, Karl A.
experimental part, p. 3102 - 3109 (2009/09/05)
N-Heterocyclic carbenes catalyze the oxidation of allylic and benzylic alcohols as well as saturated aldehydes to esters with manganese(IV) oxide in excellent yields. A variety of esters can be synthesized, including protected carboxylates. The oxidation proceeds under mild conditions, with low loadings of a simple triazolium salt pre-catalyst in the presence of base. Substrates containing potentially epimerizable centers are oxidized while preserving stereochemical integrity. The acyl triazolium intermediate generated under catalytic conditions can be employed as a chiral acylating agent in the desymmetrization of meso-diols.
N-heterocyclic carbene-catalyzed oxidation of unactivated aldehydes to esters
Maki, Brooks E.,Scheldt, Karl A.
supporting information; experimental part, p. 4331 - 4334 (2009/06/06)
(Chemical Equation Presented) N-Heterocyclic carbenes catalyze the oxidation of unactivated aldehydes to esters with manganese(IV) oxide in excellent yield. The reaction proceeds through a transient activated alcohol, which when generated in situ allows for the selective oxidation of the aldehyde under mild conditions. These conditions successfully oxidize potentially epimerizable aldehydes and alcohols while preserving stereochemical integrity. A variety of ester derivatives can be synthesized with variation of the acylated alcohol as well as the unactivated aldehyde.
Tandem reduction-olefination of triethyl 2-acyl-2-fluoro-2-phosphonoacetates and a synthetic approach to Cbz-Gly-Ψ[(Z)-CF{double bond, long}C]-Gly dipeptide isostere
Sano, Shigeki,Kuroda, Yoko,Saito, Katsuyuki,Ose, Yukiko,Nagao, Yoshimitsu
, p. 11881 - 11890 (2007/10/03)
(Z)-α-Fluoro-α,β-unsaturated esters (Z)-7a-f were stereoselectively prepared by a tandem reduction-olefination of triethyl 2-acyl-2-fluoro-2-phosphonoacetates 6a-f with NaBH4 in EtOH. A concise synthesis of Cbz-Gly-Ψ[(Z)-CF{double bond, long}C]-Gly (26) as a dipeptide isostere was achieved via the tandem reduction-olefination of the corresponding 2-acyl-2-fluoro-2-phosphonoacetate 20.
Synthesis, cannabinoid receptor activity, and enzymatic stability of reversed amide derivatives of arachidonoyl ethanolamide
Parkkari, Teija,Savinainen, Juha R.,Raitio, Katri H.,Saario, Susanna M.,Matilainen, Laura,Sirvioe, Tuomas,Laitinen, Jarmo T.,Nevalainen, Tapio,Niemi, Riku,Jaervinen, Tomi
, p. 5252 - 5258 (2007/10/03)
Retroanandamide (2f) and its 10 analogues (1a-e, 2a-e) were synthesized and evaluated for the cannabinoid receptor activation by a [35S]GTPγS binding assay using rat cerebellar membranes, and Chinese hamster ovary cell membranes expressing huma
