4049-39-2Relevant articles and documents
Fluoroethoxylanin as well as preparation method and application thereof
-
Paragraph 0045; 0068-0072, (2021/10/20)
The invention relates to fluoroethoxylanin as well as a preparation method and application thereof. The preparation method comprises the following steps: firstly, 3,4 -hydroxybenzaldehyde and benzyl chloride serve as raw materials, and 3 -hydroxy -4 -benzyloxybenzaldehyde is prepared. The product is reacted with bromomethyl methyl ether, and the product is sequentially subjected Wittig reaction, reduction reaction and alkylation reaction, and the obtained product is reacted with p-toluenesulfonic acid chloride to obtain fifth intermediate. Finally fifth intermediate and complexing agent K are added. 2.2.2 . Reaction of potassium fluoride and acidification of the product gave the above fluoroethoxylanolin. Compared with the prior art, the fluoroethoxylanin prepared by the invention can reflect the distribution of the tracer in the local tissue of the organism, thereby visualizing the tumors, and providing the metabolic information targeting metabolic pathway types and.
Synthesis of a Photo-Caged DOPA Derivative by Selective Alkylation of 3,4-Dihydroxybenzaldehyde
Schneider, Tobias,Kubyshkin, Vladimir,Budisa, Nediljko
, p. 2053 - 2063 (2018/05/31)
Natural and synthetic polymers containing the catechol moiety of noncoded amino acid 3,4-dihydroxyphenylalanine (DOPA) are capable of metal-coordination and adhesion under wet conditions. Masking the catechol subunit with a photo-cleavable group would provide an opportunity to design tunable adhesion properties that are especially important for biomaterial and biomedicine applications. Herein, we report the regioselective synthesis of a photo-caged DOPA bearing an ortho-nitrobenzyl (oNB) group that is capable of undergoing cleavage upon irradiation with UV light. We developed a selective synthetic route towards a 3-O-oNB alkylated DOPA regioisomer that can be readily incorporated into proteins by using a previously developed bio-expression platform. The synthesis is based on a regioselectivity switch in 3,4-dihydrozybenzaldehyde alkylation upon application of different equivalents of deprotonating base. The enantiomerically pure 3-O-oNB-DOPA was prepared on a gram scale and proved to be generally compatible with the solid-phase peptide synthesis conditions. We also demonstrate the general applicability of the developed synthetic strategy by providing the synthesis of 3-O-methyl-DOPA.
Total Synthesis of the Antiviral Natural Product Houttuynoid B
Kerl, Thomas,Berger, Florian,Schmalz, Hans-Günther
supporting information, p. 2935 - 2938 (2016/03/25)
The first total synthesis of houttuynoid B, a powerful antiviral flavonoid glycoside from the Chinese plant Houttuynia cordata, is described. In a key step, a Baker-Venkataraman rearrangement employing an already glycosylated substrate was used to efficiently set up the fully functionalized carbon skeleton. The required benzofuran building block was prepared through a domino Sonogashira coupling/5-endo-dig cyclization and converted into a stable 1-hydroxybenzotriazole-derived active ester prior to linking with a galactosylated hydroxyacetophenone unit. The elaborated synthesis requires only nine steps (11 % overall yield) along the longest linear sequence and paves the way for the preparation of structurally related compounds for further biological evaluation.
