21565-82-2Relevant articles and documents
"clickable" SBA-15 mesoporous materials: Synthesis, characterization and their reaction with alkynes
Malvi, Bharmana,Sarkar, Bibhas R.,Pati, Debasis,Mathew, Renny,Ajithkumar,Sen Gupta, Sayam
, p. 1409 - 1416 (2009)
SBA-15 mesoporous silica has been functionalized with azidopropyl groups through both one-pot co-condensation and post-synthetic grafting. For both these methodologies, azidopropyltriethoxysilane was used to introduce the azidopropyl groups. The azidopropyl modified SBA-15 material synthesized by one-pot co-condensation had hexagonal crystallographic order, pore diameters up of 50 A, and the content of azidopropyl groups was found to be 1.3 mmol g -1. The presence of the azidopropyl group was confirmed by multinuclear (13C, 29Si) solid state NMR and IR spectroscopy. Both these materials underwent very efficient Cu(I)-catalyzed azide alkyne "click" reaction (CuAAC) with a variety of alkynes. Nearly 85% of the azide present in the SBA-15 material was converted to the corresponding triazole when propargyl alcohol was used as the substrate. This methodology was also used to incorporate mannose into SBA-15. Incubation of this mannose labeled SBA-15 with fluorescein labeled Concanavalin-A led to the formation of a fluorescent silica-protein hybrid material. The ease of synthesis for the azide labeled SBA-15 material together with its ability to undergo very efficient chemoselective CuAAC in water would make it a very attractive platform for the development of covalently anchored catalysts, enzymes and sensors.
One-pot generation of c=x bonds from methyl 2-siloxycyclopropanecarboxylates: Simple syntheses of functionalized nitriles and alkynes
Reich, Dorian,Müller, Dennis S.,Schefzig, Luise,Zimmer, Reinhold,Reissig, Hans-Ulrich
, p. 2265 - 2270 (2014)
Starting from methyl 2-siloxycyclopropanecarboxylates simple and efficient one-pot procedures are described that lead to β-cyanoesters and methoxycarbonyl-substituted terminal alkynes. The prepared functionalized alkynes were subjected to typical transformations such as [3+2] cycloaddition providing triazole derivatives, Sonogashira coupling, Au-catalyzed hydrophosphorylation or a copper-catalyzed coupling of methyl diazoacetate furnishing alkyne 14 and allene derivative 15. The Pauson-Khand reaction of the enyne 4c afforded a diastereomeric mixture of methyl 5-oxohexahydropentalen-2-carboxylate 16 in moderate yield.
PGDH INHIBITORS AND METHODS OF MAKING AND USING
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Paragraph 0271; 0709-0710, (2021/07/31)
Disclosed herein are compounds that can inhibit 15-hydroxyprostaglandin dehydrogenase. Such compounds may be administered to subjects that may benefit from modulation of prostaglandin levels.
Synthesis of Two Stereoisomers of Potentially Bioactive 13,19,20-Trihydroxy Derivative of Docosahexaenoic Acid
Ogawa, Narihito,Sone, Shinsaku,Hong, Song,Lu, Yan,Kobayashi, Yuichi
, p. 1735 - 1739 (2020/09/02)
The C16-C22 fragment with the acetylene terminus was constructed through the asymmetric dihydroxylation of the corresponding olefin, while the 15-iodo-olefin corresponding to the C11-C15 part was prepared via the asymmetric transfer hydrogenation of the corresponding acetylene ketone followed by hydrozirconation/iodination. Both pieces were joined by a Sonogashira coupling, and the product was further converted into the title compound via a Wittig reaction with the remaining C1-C10 segment and Boland reduction using Zn with TMSCl.