812-01-1Relevant articles and documents
A Rapid and Mild Sulfation Strategy Reveals Conformational Preferences in Therapeutically Relevant Sulfated Xylooligosaccharides
Vo, Yen,Schwartz, Brett D.,Onagi, Hideki,Ward, Jas S.,Gardiner, Michael G.,Banwell, Martin G.,Nelms, Keats,Malins, Lara R.
supporting information, p. 9830 - 9838 (2021/06/01)
Although sulfated xylooligosaccharides are promising therapeutic leads for a multitude of afflictions, the structural complexity and heterogeneity of commercially deployed forms (e. g. Pentosan polysulfate 1) complicates their path to further clinical development. We describe herein the synthesis of the largest homogeneous persulfated xylooligomers prepared to date, comprising up to eight xylose residues, as standards for biological studies. Near quantitative sulfation was accomplished using a remarkably mild and operationally simple protocol which avoids the need for high temperatures and a large excess of the sulfating reagent. Moreover, the sulfated xylooligomer standards so obtained enabled definitive identification of a pyridinium contaminant in a sample of a commercially prepared Pentosan drug and provided significant insights into the conformational preferences of the constituent persulfated monosaccharide residues. As the spatial distribution of sulfates is a key determinant of the binding of sulfated oligosaccharides to endogenous targets, these findings have broad implications for the advancement of Pentosan-based treatments.
Method of manufacturing asymmetric imide ammonium salt (by machine translation)
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Paragraph 0051, (2019/01/07)
The corresponding phosphoric amide corresponding sulfonyl [to] further, tertiary ammonium salt method with good selectivity asymmetric imide. (2) Formula (3) represented by the formula [a] represented by the sulfonyl amide phosphate, organic reaction in the presence of base, formula (1) production of tertiary ammonium salts represented by the asymmetric imide. [R1 And R2 Are each independently a halogen group, an alkyl group, an alkoxy group or the like; (3) of the formula R2 The at least one halogen group; R3 The, the trimethylsilyl group or H; n is 1 or 2; M1 N + The, tertiary ammonium]Figure 1 [drawing] (by machine translation)
Synthesis of Sterically Hindered Secondary Aminoether Alcohols
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Page/Page column 6, (2010/11/28)
Severely sterically hindered secondary aminoether alcohols are prepared by reacting an organic carboxylic acid or alkali metal salt of an organic carboxylic acid with a sulfonyl halide, a sulfuryl halide, a mixed sulfuryl ester halide or a mixed sulfuryl amide halide to yield a sulfonic-carboxylic anhydride compound which is then reacted with a dioxane to cleave the ring of the dioxane, yielding a cleavage product which cleavage product is then aminated with an alkylamine and hydrolyzed with base to yield the severely sterically hindered secondary aminoether alcohol.