128075-94-5Relevant academic research and scientific papers
Total Synthesis of the Marine Macrolide Amphidinolide F
Ferrié, Laurent,Fenneteau, Johan,Figadère, Bruno
, p. 3192 - 3196 (2018)
A new and efficient convergent approach toward the synthesis of amphidinolide F is described through the assembly of three fragments. The two trans-tetrahydrofurans were built by a diastereoselective C-glycosylation with titanium enolate of bulky N-acetyloxazolidinethiones. The side chain was inserted by a Liebeskind-Srogl cross-coupling reaction. A sulfone condensation/desulfonylation sequence, a Stille cross-coupling, and a macrolactonization were applied to connect the fragments.
INHIBITORS OF BRUTON'S TYROSINE KINASE
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Page/Page column 25; 26, (2015/02/25)
Described herein are compounds and their applications with Bruton's tyrosine kinase inhibitory activity. The described compounds comprise at least a compound of Formula (I), or pharmaceutically acceptable salts thereof. Also described herein are methods for synthesizing such compounds, and their applications in the treatment of diseases: autoimmune diseases or conditions associated with aberrant B-cell proliferation such as rheumatoid arthritis, heteroimmune diseases or conditions, cancer, including lymphoma, and inflammatory diseases or conditions.
BENZIMIDAZOLE DERIVATIVES AS BROMODOMAIN INHIBITORS
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Paragraph 1407; 1408; 1430; 1431; 1432, (2014/11/27)
This application relates to chemical compounds which may act as inhibitors of; or which may otherwise modulate the activity of, a bromodomain-containing protein, including bromodomain-containing protein 4 (BRD4), and to compositions and formulations containing such compounds, and methods of using and making such compounds. Compounds include compounds of Formula (I) wherein R1a, R1b, R2, R2b, R3, R4a, R4b, and R5 are described herein.
Convergent synthesis of (-)-quinocarcin based on the combination of sonogashira coupling and gold(I)-catalyzed 6-endo-dig hydroamination
Chiba, Hiroaki,Sakai, Yuki,Ohara, Ayako,Oishi, Shinya,Fujii, Nobutaka,Ohno, Hiroaki
supporting information, p. 8875 - 8883 (2013/07/26)
The total synthesis of the pentacyclic tetrahydroisoquinoline alkaloid quinocarcin, which possesses intriguing structural and biological features, has been achieved through a gold(I)-catalyzed regioselective hydroamination reaction. It is noteworthy that the regioselectivity of the intramolecular hydroamination of an unsymmetrical alkyne could be completely switched through substrate control. Other key features of this synthesis include the highly stereoselective synthesis of 2,5-cis-pyrrolidine through the intramolecular amination of the bromoallene and the Lewis acid mediated ring opening of dihydrobenzofuran. Golden(I): A convergent asymmetric total synthesis of quinocarcin employed Sonogashira and Au-catalyzed hydroamination reactions (see scheme). The regioselectivity of the intramolecular hydroamination of an unsymmetrical alkyne was switched by substrate control. Copyright
Total synthesis of (-)-quinocarcin by gold(I)-catalyzed regioselective hydroamination
Chiba, Hiroaki,Oishi, Shinya,Fujii, Nobutaka,Ohno, Hiroaki
, p. 9169 - 9172 (2012/11/07)
In control: The novel and enantioselective total synthesis of (-)-quinocarcin includes the highly stereoselective preparation of the 2,5-cis-pyrrolidine by intramolecular amination, a selective substrate-controlled 6-endo-dig intramolecular alkyne hydroamination with a cationic AuI catalyst, and Lewis-acid-mediated ring-opening/ halogenation sequence. Copyright
Design and synthesis of novel 2′,3′-dideoxy-4′-selenonucleosides as potential antiviral agents
Jeong, Lak Shin,Choi, Yoo Na,Tosh, Dilip K.,Choi, Won Jun,Kim, Hea Ok,Choi, Jungwon
scheme or table, p. 9891 - 9897 (2009/04/06)
On the basis of potent anti-HIV activity of 2',3'-dideoxynucleosides (ddNs), their bioisosteric analogues, 2',3'-dideoxy-4'-selenonucleosides (4'-seleno-ddNs) were first synthesized from a chiral template, d-glutamic acid using stereoselective ring-closur
First synthesis of polyoxin M
Shiro, Yuuichi,Kato, Keisuke,Fujii, Mikio,Ida, Yoshiteru,Akita, Hiroyuki
, p. 8687 - 8695 (2007/10/03)
Chiral enolate derived from (4R)-4-tert-butyldiphenylsilyloxymethyl-4-butanolide 10 with lithium hexamethyldisilyazide (LiHMDS) was treated with trisyl azide, followed by addition of TMSCl to give (2S,4R)-2-azido-4-[(tert-butyldiphenylsilyloxy)methyl]-4-b
Synthesis and antiviral evaluation of cyclic and acyclic 2-methyl-3-hydroxy-4-pyridinone nucleoside derivatives
Barral, Karine,Balzarini, Jan,Neyts, Johan,De Clercq, Erik,Hider, Robert C.,Camplo, Michel
, p. 43 - 50 (2007/10/03)
A series of cyclic and acyclic nucleoside analogues derived from 3-hydroxy-4-pyridinone were synthesized using the Vorbrüggen reaction. Iron chelation studies, and antiviral evaluation against a broad panel of viruses, were performed. The pKa value of ligand 25 and the stability constant of the corresponding iron-(III) complex were compared to those of deferiprone. The pFe3+ values were found to be similar. Some compounds showed moderate activity against both wild-type HSV-1 and HSV-2, as well as against a thymidine kinase deficient strain of HSV-1. These results suggest a novel mode of action for this group of nucleoside analogues.
Stereoselective synthesis of constrained oxacyclic hydroxyethylene isosteres of aspartyl protease inhibitors. Nitroaldol methodology toward 2,3-substituted tetrahydrofurans
Hanessian, Stephen,Brassard, Martin
, p. 7621 - 7628 (2007/10/03)
The Shibasaki heterobimetallic Binol lanthanide, and Trost dinuclear zinc catalysts were studied in a nitroaldol reaction of 3-methyl-1-nitrobutane with a chiral non-racemic tetrahydrofuran aldehyde. Other methods utilized KF, Amberlyst A-21, and t-BuOK a
Convenient synthesis of (3S,5S)-5-hydroxy- and (3R,5S)-5-chloropiperazic acids of a peptide antibiotic, monamycin G3
Ushiyama, Reiko,Yonezawa, Yasuchika,Shin, Chung-Gi
, p. 1172 - 1173 (2007/10/03)
Convenient synthesis of (3S,5S)-5-hydroxy- and (3R,5S)-5-chloropiperazic acids, which are the important constituting moieties of an antibiotic monamycin G3, and their possible stereoisomers constructing of similar antibiotics was achieved from
