64931-04-0Relevant academic research and scientific papers
Chromatography-Free and Eco-Friendly Synthesis of Aryl Tosylates and Mesylates
Lei, Xiangyang,Jalla, Anusha,Abou Shama, Mhd A.,Stafford, Jamie M.,Cao, Billy
supporting information, p. 2578 - 2585 (2015/09/01)
Two chromatography-free and eco-friendly protocols have been developed to synthesize aryl tosylates and mesylates by the tosylation and mesylation of the corresponding hydroxyarenes, respectively. These protocols are superior to other known ones regarding
Simple methanesulfonates are hydrolyzed by the sulfatase carbonic anhydrase activity
Kazancio?lu, Elif Akin,Güney, Murat,?entürk, Murat,Supuran, Claudiu T.
, p. 880 - 885 (2013/02/23)
The possible sulfatase activity of several carbonic anhydrase (CA, EC 4.2.1.1) isoforms have been investigated with a series of synthesized methanesulfonate derivatives of phenols. Four α-CA isozymes, i.e. hCA I, hCA II, hCA IV and hCA VI (h=human isoform), were included in the study. We evidenced that the original sulfonate esters are being hydrolyzed effectively to the corresponding phenols which there after act as CA inhibitors. The KI-s of these compounds ranged from 10.24 to 4012 μM against hCA I, 0.10 to 35.42 μM against hCA II, 0.49 to 45.06 μM against hCA IV and 3.27 to 608 μM against CA VI, respectively. The relevant sulfatase activity of CA with these esters is amazing considering the fact that 4-nitrophenyl-sulfate, an activated ester, is not a substrate of these enzymes.
Synthesis of Phenoxyamines
Castellino, Angelo J.,Rapoport, Henry
, p. 1348 - 1352 (2007/10/02)
Treatment of phenols with 2,4-dinitrophenoxyamine leads to the synthesis of phenoxyamines through an amine exchange reaction.Yields for this reaction are sensitive to the pKa of the phenol in a manner explainable in terms of a competing bimolecular decomposition reaction involving the 2,4-dinitrophenoxyamines.By use of an appropriately sustituted phenol, this phenomenon can be exploited to give high yields of phenoxyamines having oxygenated substitution patterns that were unattainable by previous methods.
MODIFIED CROWN ETHER CATALYSTS. 4. CLEAVAGE OF MACROCYCLIC ETHERS BY EATON'S REAGENT (METHANESULFONIC ACID/PHOSPHORUS PENTOXIDE
Stott, Paul E.,Bradshaw, Jerald S.
, p. 179 - 182 (2007/10/02)
Eaton's reagent (methanesulfonic acid/phosphorous pentoxide) is a superior media for the acylation of benzo crown ether compounds.Benzo-15-crown-5 was cleaved in Eaton's reagent to form methanesulfonate esters of the glycol cleavage products.A comparison of the NMR spectrum of the cleavage products with those of some of the possible products showed that the aliphatic glycols formed the major portion of the cleavage products.
