4325-82-0Relevant articles and documents
Chemoselective and Site-Selective Reductions Catalyzed by a Supramolecular Host and a Pyridine-Borane Cofactor
Morimoto, Mariko,Cao, Wendy,Bergman, Robert G.,Raymond, Kenneth N.,Toste, F. Dean
supporting information, p. 2108 - 2114 (2021/02/06)
Supramolecular catalysts emulate the mechanism of enzymes to achieve large rate accelerations and precise selectivity under mild and aqueous conditions. While significant strides have been made in the supramolecular host-promoted synthesis of small molecules, applications of this reactivity to chemoselective and site-selective modification of complex biomolecules remain virtually unexplored. We report here a supramolecular system where coencapsulation of pyridine-borane with a variety of molecules including enones, ketones, aldehydes, oximes, hydrazones, and imines effects efficient reductions under basic aqueous conditions. Upon subjecting unprotected lysine to the host-mediated reductive amination conditions, we observed excellent ?-selectivity, indicating that differential guest binding within the same molecule is possible without sacrificing reactivity. Inspired by the post-translational modification of complex biomolecules by enzymatic systems, we then applied this supramolecular reaction to the site-selective labeling of a single lysine residue in an 11-amino acid peptide chain and human insulin.
Synthesis of antimalarial trioxanes via continuous photo-oxidation with 1O2 in supercritical CO2
Hall, Jessica F. B.,Bourne, Richard A.,Han, Xue,Earley, James H.,Poliakoff, Martyn,George, Michael W.
supporting information, p. 177 - 180 (2013/02/26)
The oxidation of an allylic alcohol to its hydroperoxides represents a key step in the synthesis of a series of spirobicyclic, antimalarial trioxanes. Herein, we investigate the continuous photo-oxidation of an allylic alcohol with 1O2 in scCO2, as a 'green' alternative to conventional methods, and examine the remaining two steps in the synthesis of antimalarial trioxanes from readily available starting materials.
Process for dehydrating 2-methylpentane-2,4-diol
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Page/Page column 2-3, (2008/06/13)
A process for dehydrating 2-methylpentanediol-2,4 to a mixture of 2-methyl-1,3-pentadiene and 4-methyl-1,3-pentadiene at elevated temperature in the presence of an acid catalyst using a polyglycol ether as a heat carrier, wherein a polyglycol ether containing from 80 to 100% by weight of a polyethylene glycol dimethyl ether of the formula CH3(OCH2CH2)nOCH3 where n=2-8 and from 0 to 20% by weight of a polyethylene glycol monomethyl ether of the formula CH3(OCH2CH2)nOH where n=2-8 based in each case on the total mass of polyglycol ether, is used.