10.1039/P19910003033
The research focuses on the synthesis of phenanthrene-2,7-quinone derivatives, which are complex organic compounds with potential applications in various chemical and pharmaceutical fields. The study aims to develop methods for synthesizing these quinones, which are challenging to isolate due to their instability. The researchers used a variety of chemicals in their experiments, including 2,2',4,4'-tetramethoxystilbene-3,3'-diol, silver oxide, potassium ferricyanide, and various derivatives of phenanthrene. They successfully synthesized several stable phenanthrenequinones, such as 1,3,6,8-tetramethoxyphenanthrene-2,7-quinone and 9,10-dihydrophenanthrene-2,7-quinone, and discussed the challenges in synthesizing others, like 1,6-, 2,7-, and 3,6-quinones. The conclusions highlight the effectiveness of methoxy groups in increasing the stability of non-aromatic polycyclic quinones and the potential for these compounds to be considered as vinylogous esters.
10.1039/c1ob05247k
The research aims to develop a facile synthesis method for hydroxymethylcytosine (hmC)-containing oligonucleotides (ODNs) and investigate their reactivity upon osmium oxidation. The study synthesizes hmC-containing ODNs using a straightforward route starting from thymidine and involving protection, bromination, and amination steps, ultimately converting the nucleoside into phosphoramidite form for DNA autosynthesizer use. The synthesized ODNs form stable duplexes with complementary DNA, exhibiting similar melting temperatures and enzymatic digestion properties to methylated counterparts. Osmium oxidation, a method previously used for detecting 5-methylcytosine (mC), is tested on hmC-containing ODNs under specific reaction conditions, revealing that hmC is oxidized as efficiently as mC, forming a stable ternary complex. The study concludes that osmium oxidation is a viable method for detecting hmC in DNA, potentially advancing epigenetic studies. Key chemicals used include thymidine, acetic anhydride, N-bromosuccinimide, 3-hydroxypropionitrile, phosphorus oxychloride, ammonia, di(n-butyl)formamidine, potassium osmate, potassium hexacyanoferrate(III), and bipyridine.
10.1055/s-2002-34901
The research presents a short and efficient synthetic route to enantiomerically pure diazabicycloalkane dipeptide mimics. The key step involves an oxidative cleavage of azabicycloalkene precursors, which are synthesized in enantiomerically pure form via an aza-Diels–Alder reaction. A range of diazabicycloalkanes with different amino acid side chains have been synthesized, and their structures elucidated by NMR analysis. The synthesis starts from readily available azabicycloalkene, which is converted into various intermediates. Key chemicals used in the research include K2OsO2(OH)4 and K3Fe(CN)6 for the bishydroxylation step, DCC and HOBt for peptide coupling, and NaIO4 for the oxidative cleavage of diols to form the final diazabicycloalkane dipeptide mimics. The resulting compounds are versatile precursors for dipeptide mimics and can be further modified for various applications, such as serving as modular ligands for cancer cell-specific enzymes.
10.1016/j.tetlet.2010.08.110
The research focuses on the synthesis and characterization of a novel heterocyclic compound, thiazolo[4,5-d]thiazole, and its derivatives for potential optoelectronic applications. The synthesis involved a six-step process starting from butane-2,3-dione, leading to the formation of 2,5-dimethylthiazolo[4,5-d]thiazole and its methylation to produce 2,3,5-trimethyl thiazolothiazolium iodide. Key reactants included PCl5, Lawesson’s reagent, and potassium ferricyanide, with various solvents like 1,4-dioxane and THF used to optimize reaction conditions. Analytical techniques such as NMR spectroscopy, IR spectroscopy, and UV-Vis spectroscopy were employed to confirm the structures and evaluate the optical properties of the synthesized compounds, demonstrating their potential as nonlinear optical materials.