105459-05-0Relevant articles and documents
Efficient synthesis of 4′-cyclopropylated carbovir analogues with use of ring-closing metathesis from glycolate
Liu, Lian Jin,Yoo, Jin Cheol,Hong, Joon Hee
, p. 1186 - 1196 (2008)
The first synthetic route of novel 4′-cyclopropylated carbovir analgues is described. The construction of cyclopropylated quaternary carbon at 4′-position of carbocyclic nucleosides was successfully made via sequential Johnson's orthoester rearrangement and ring-closing metathesis (RCM) starting from ethyl glycolate. Synthesized compounds 15 and 16 showed moderate antiviral activity without any cytotoxicity up to 100 μmol. Copyright Taylor & Francis Group, LLC.
Hydrophilic azaspiroalkenes as robust bioorthogonal reporters
An, Peng,Wu, Hsuan-Yi,Lewandowski, Tracey M.,Lin, Qing
, p. 14005 - 14008 (2018)
Two hydrophilic spiroalkenes, azaspiro[2.3]hex-1-ene and azaspiro[2.4]hept-1-ene, were designed and synthesized. Compared to the previously reported spiro[2.3]hex-1-ene, the azaspiroalkenes exhibited greater water solubility and reactivity as dipolarophiles in the photoinduced tetrazole-alkene cycloaddition reaction. In addition, an azaspiro[2.3]hex-1-ene-containing amino acid, AsphK, was found to be charged by an engineered pyrrolysyl-tRNA synthetase into proteins via amber codon suppression in E. coli as well as in mammalian cells.
Preparation method of abacavir hydroxyacetate
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Paragraph 0041-0044; 0047-0050; 0053-0056, (2020/07/21)
The invention discloses a preparation method of abacavir hydroxyacetate. The abacavir hydroxyacetate is a compound shown as a formula I, and the preparation method comprises the following steps c, b-cor a-b-c in the following synthesis route which is shown in the specification, wherein R1 is an alcoholic hydroxyl protecting group. In the step a, a compound as shown in a formula V and R1Cl are subjected to substitution reaction to obtain a compound as shown in a formula IV. In the step b, a compound shown as a formula II is obtained by esterification reaction of a compound shown as a formula III and the compound shown as the formula IV. In the step c, the compound shown in the formula II is subjected to hydrolysis reaction under an acidic condition to obtain a compound shown in a formula I. Each step of reaction in the whole route has the advantages of simplicity in operation, low production cost, mild reaction conditions, easiness in separation and purification of products and high reaction yield, the purity of the prepared abacavir hydroxyacetate is higher than 99.6%, the content of single impurity is lower than 0.1%, and the abacavir hydroxyacetate is easy for large-scale production.
Ni-Catalyzed Reductive Cyanation of Aryl Halides and Phenol Derivatives via Transnitrilation
Mills, L. Reginald,Graham, Joshua M.,Patel, Purvish,Rousseaux, Sophie A. L.
supporting information, p. 19257 - 19262 (2019/12/02)
Herein, we report a Ni-catalyzed reductive coupling for the synthesis of benzonitriles from aryl (pseudo)halides and an electrophilic cyanating reagent, 2-methyl-2-phenyl malononitrile (MPMN). MPMN is a bench-stable, carbon-bound electrophilic CN reagent that does not release cyanide under the reaction conditions. A variety of medicinally relevant benzonitriles can be made in good yields. Addition of NaBr to the reaction mixture allows for the use of more challenging aryl electrophiles such as aryl chlorides, tosylates, and triflates. Mechanistic investigations suggest that NaBr plays a role in facilitating oxidative addition with these substrates.
