942428-83-3Relevant academic research and scientific papers
C-glycosylated pyrroles and their application in dipyrromethane and porphyrin synthesis
Borbas, K. Eszter,Jane, Reuben T.,Kocsi, Daniel,Orthaber, Andreas,Sollert, Carina
, p. 741 - 755 (2021/07/02)
Pyrrole C-glycosylated in either the 2-or the 3-position could be prepared by the acid-catalyzed reaction between trichloroacetimidate glycosyl donors and pyrrole, or N-phenyl-tri?uoroacetimidate glucosyl donor and N-TIPS pyrrole, respectively. Pyrroles c
Macrocyclic phenolic glycoside compound as well as preparation method and application thereof
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Paragraph 0058; 0059, (2021/01/04)
The invention discloses a macrocyclic phenolic glycoside compound as well as a preparation method and application thereof. The macrocyclic phenolic glycoside compound is a compound as shown in the following formula I and a pharmaceutically acceptable salt or hydrate thereof. The invention also discloses a preparation method and application of the macrocyclic phenolic glycoside compound. The macrocyclic phenolic glycoside compound can be applied to preparation of drugs for preventing and treating intravascular embolism and thrombotic diseases, is good in drug effect and small in toxic and sideeffects. The invention further provides a method for extracting the macrocyclic phenolic glycoside compound from sorghum roots and a preparation method of derivatives of the macrocyclic phenolic glycoside compound. The invention provides a new choice for drugs for intravascular embolism and thrombotic diseases, and broadens application of sorghum root.
3-(Dimethylamino)-1-propylamine: A cheap and versatile reagent for removal of byproducts in carbohydrate chemistry
Andersen, Sofie Meng,Heuckendorff, Mads,Jensen, Henrik H.
supporting information, p. 944 - 947 (2015/04/14)
Inexpensive 3-(dimethylamino)-1-propylamine (DMAPA) was found to be effective in anomeric deacylation reactions giving 1-O deprotected sugars in high yield as precursors for the formation of imidate glycosyl donors. DMAPA was also found to be useful for removing excess reagents such as benzoyl chloride, tosyl chloride, and 2,2,2-trifluoro-N-phenylacetimidoyl chloride. The deacylation reaction could be conducted in moist THF and did not require chromatographic purification since an acidic wash was sufficient to remove excess reagent and the formed byproduct.
Catechin Glucosides: Occurrence, synthesis, and stability
Raab, Thomas,Barron, Denis,Arce Vera, Francia,Crespy, Vanessa,Oliveira, Manuel,Williamson, Gary
experimental part, p. 2138 - 2149 (2010/09/04)
Catechins are flavonoids with suggested health benefits, but are unstable during storage, processing and, after ingestion, during gut transit. We hypothesized that catechin glucosidos, which occur in various plants, could be more stable than unsubstituted catechin, and additionally be deglucosylated in the gut and so act to deliver catechin in a form able to be absorbed. (+)-Catechin O-glucosides from various sources have been used in the course of this investigation. (+)-Catechin 3'-O-β-D-glucopyranoside (C3'G), (+)-catechin 5-O-β-D-glucopyranoside (C5G), and (+)-catechin 3-O-β-D-glucopyranoside (C3G) were chemically synthesized. (+)-Catechin 4'-O-β-D-glucopyranoside (C4'G) and (+)-catechin 7-O-β-D-glucopyranoside (C7G) were prepared enzymically using preparations from lentil and barley. In general, but with some exceptions, the (+)-catechin glucosidos were more stable between pH 4 and 8 than (+)-catechin, with C3'G exhibiting greatest stability. The intestinal metabolism of (+)-catechin and all (+)-catechin glucosides in the gut was determined by perfusion of rat intestine in vivo. C3'G and C5G were extensively deglycosylated in the gut, and C3'G showed greatest apparent "absorption" as calculated by the difference between effluent and influent. The results show the potential of catechin glucosides, especially C3'G, as more stable prescursors of catechin.
First O-glycosylation of hydroxamic acids
Thomas, Mickael,Gesson, Jean-Pierre,Papot, Sebastien
, p. 4262 - 4264 (2008/02/05)
(Chemical Equation Presented) The first O-glycosylation of hydroxamic acids is reported. This process involves the use of glycosyl N-phenyl trifluoroacetimidates as glycosyl donors in the presence TMSOTf and 4 A molecular sieves in dichloromethane. Under
