5535-55-7Relevant academic research and scientific papers
Diastereoselective Monofluorocyclopropanation Using Fluoromethylsulfonium Salts
Melngaile, Renate,Sperga, Arturs,Baldridge, Kim K.,Veliks, Janis
, p. 7174 - 7178 (2019/09/12)
Diarylfluoromethylsulfonium salts, alternatives to freons or advanced fluorinated building blocks, are bench stable and easy-to-use sources of direct fluoromethylene (:CHF) transfer to alkenes. These salts enabled development of a trans-selective monofluorinated Johnson-Corey-Chaykovsky reaction with vinyl sulfones or vinyl sulfonamides to access synthetically challenging monofluorocyclopropane scaffolds. The described method offers rapid access to monofluorinated cyclopropane building blocks with further functionalization opportunities to deliver more complex synthetic targets diastereoselectively.
DYE AND DYEING METHOD
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, (2019/11/16)
A dyeing method is provided, which includes dyeing a dye to a fiber by a supercritical fluid, wherein the dye has a chemical structure of:R 1 is C1-6alkyl group, R 2 is C1-6alkyl group, each of R 3 is independently of H or C1-6alkyl group, and R 4 is a single bond or C1-6alkylene group. When R 4 is single bond, R 5 is. When R 4 is C1-6alkylene group, R 5 is H, Br, Cl, or. Each of R 6 is independently of H, Cl, Br, OCH3, or C1-6alkyl group.
Design, Synthesis, and Evaluation of 2-(arylsulfonyl)oxiranes as Cell-permeable Covalent Inhibitors of Protein Tyrosine Phosphatases
Dana, Dibyendu,Das, Tirtha K.,Kumar, Ish,Davalos, Anibal R.,Mark, Kevin J.,Ramai, Daryl,Chang, Emmanuel J.,Talele, Tanaji T.,Kumar, Sanjai
, p. 489 - 499 (2012/11/06)
A structure-based design approach has been applied to develop 2-(arylsulfonyl)oxiranes as potential covalent inhibitors of protein tyrosine phosphatases. A detailed kinetic analysis of inactivation by these covalent inhibitors reveals that this class of compounds inhibits a panel of protein tyrosine phosphatases in a time- and dose-dependent manner, consistent with the covalent modification of the enzyme active site. An inactivation experiment in the presence of sodium arsenate, a known competitive inhibitor of protein tyrosine phosphatase, indicated that these inhibitors were active site bound. This finding is consistent with the mass spectrometric analysis of the covalently modified protein tyrosine phosphatase enzyme. Additional experiments indicated that these compounds remained inert toward other classes of arylphosphate-hydrolyzing enzymes, and alkaline and acid phosphatases. Cell-based experiments with human A549 lung cancer cell lines indicated that 2-(phenylsulfonyl)oxirane (1) caused an increase in intracellular pTyr levels in a dose-dependent manner thereby suggesting its cell-permeable nature. Taken together, the newly identified 2-(arylsulfonyl)oxiranyl moiety could serve as a novel chemotype for the development of activity-based probes and therapeutic agents against protein tyrosine phosphatase superfamily of enzymes.
π-deficient 2-(arylsulfonyl)ethyl esters as protecting groups for carboxylic acids
Alonso, Diego A.,Nájera, Carmen,Varea, Montserrat
, p. 277 - 287 (2007/10/03)
Several π-deficient 2-(arylsulfonyl)ethyl groups have been studied as carboxylic acid protecting groups. The 2-[3,5-bis(trifluoromethyl)phenylsulfonyl]ethyl group is the most easily removed protecting group for acids under mild basic conditions using aqueous NaHCO3.
2-(4-Nitrophenyl)sulfonylethoxycarbonyl (Nsc) Group As a Base-Labile α-Amino Protection for Solid Phase Peptide Synthesis
Samukov, Vladimir V.,Sabirov, Aydar N.,Pozdnyakov, Pavel I.
, p. 7821 - 7824 (2007/10/02)
Base-labile 2-(4-nitrophenylsulfonyl)ethoxycarbonyl (Nsc) group is proposed for a temporary α-amino protection in the solid phase peptide synthesis.Nsc-Group is cleaved by organic bases in aprotic solvents under mild conditions similar to that used for Fmoc-group.Several Nα-Nsc amino acids are prepared and used in the solid phase synthesis of the fragment 307-318 of S-protein from bovine eye retina.
ONE-STEP PROTECTION OF THE NUCLEOSIDE BASE IN THYMIDINE AND URIDINE
Claesen, C. A. A.,Pistorius, A. M. A.,Tesser, G. I.
, p. 3859 - 3862 (2007/10/02)
Unprotected thymidine and uridine react with 4-nitrophenylsulfonyl ethene (3) in a base catalyzed Michael type addition to give O4-(4-nitrophenylsulfonylethyl)thymidine (6) and -uridine (7), respectively.The 4-nitrophenylsulfonylethyl group is cleaved within 2.5 hours at 50-55 deg C by concentrated aqueous ammonia, via β-elimination.
