147193-45-1Relevant academic research and scientific papers
NUCLEOSIDE PRODRUGS AND USES RELATED THERETO
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Page/Page column 185, (2021/02/26)
Disclosed are acyclic nucleoside prodrugs with improved metabolic stability and oral bioavailability. In general, the prodrugs are derivatives of acyclic nucleoside phosphonates containing a lipid-like moiety that can increase oral absorption and subsequent stability in the liver and plasma. Preferably, the lipid-like moiety can resist enzyme-mediated ω-oxidation, such as ω -oxidation catalyzed by cytochrome P450 enzymes. Also disclosed are pharmaceutical formulations of the acyclic nucleoside prodrugs. The acyclic nucleoside prodrugs and pharmaceutical formulations thereof can be used to treat viral infections, such as HIV infections, and/or viral-associated cancer, such as HPV-associated cancers.
Lewis Acid Catalyzed Enantioselective Photochemical Rearrangements on the Singlet Potential Energy Surface
Leverenz, Malte,Merten, Christian,Dreuw, Andreas,Bach, Thorsten
supporting information, p. 20053 - 20057 (2019/12/30)
The oxadi-methane rearrangement of 2,4-cyclohexadienones to bicyclic ketones was found to proceed with high enantioselectivity (92-97% ee) in the presence of catalytic amounts of a chiral Lewis acid (15 examples, 52-80% yield). A notable feature of the transformation is the fact that it proceeds on the singlet hypersurface and that no triplet intermediates are involved. Rapid racemic background reactions were therefore avoided, and the catalyst loading could be kept low (10 mol %). Computational studies suggest that the enantioselectivity is determined within a Lewis acid bound singlet intermediate via a conical intersection. The utility of the method was demonstrated by a concise synthesis of the natural product trans-chrysanthemic acid.
Synthesis of 1-silabicyclo[4.4.0]dec-5-en-4-ones: A model of the A and B rings of 10-silatestosterone
Diez-Gonzalez, Silvia,Paugam, Renee,Blanco, Luis
experimental part, p. 3298 - 3307 (2009/04/07)
1-Silabicyclo[4.4.0]dec-5-en-4-ones, a novel type of organosilicon compound, have been prepared from 2-methylidene-1-(3-oxopropyl)-1- silacyclohexanes by an ene reaction as the key transformation. Various routes to the starting aldehydes from 3-halopropyl, allyl, or 3-(4-methoxybenzyloxy) propylsilanes have been investigated. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
Efficient synthesis of okadaic acid. 1. Convergent assembly of the C15- C38 domain
Urbanek, Rebecca A.,Sabes, Steven F.,Forsyth, Craig J.
, p. 2523 - 2533 (2007/10/03)
A convergent synthesis of the C15-C38 domain of the marine natural product okadaic acid is reported. This involved the preparation of intermediates representing the C16-C27 and C28-C38 portions of okadaic acid, their direct coupling, and elaboration to th
