Category: 102625-64-9

Electric Literature of 102625-64-9, Catalysts allow a reaction to proceed via a pathway that has a lower activation energy than the uncatalyzed reaction. 102625-64-9, Name is 5-(Difluoromethoxy)-2-(((3,4-dimethoxypyridin-2-yl)methyl)thio)-1H-benzo[d]imidazole, SMILES is COC1=C(OC)C(CSC2=NC3=CC(OC(F)F)=CC=C3N2)=NC=C1, belongs to pyridine-derivatives compound. In a article, author is Morimoto, Mariko, introduce new discover of the category.

Chemoselective and Site-Selective Reductions Catalyzed by a Supramolecular Host and a Pyridine-Borane Cofactor

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, hydra-zones, and imines effects efficient reductions under basic aqueous conditions. Upon subjecting unprotected lysine to the host-mediated reductive amination conditions, we observed excellent e-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.

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Reference:
Pyridine – Wikipedia,
,Pyridine | C5H5N – PubChem

102625-64-9 , The common heterocyclic compound, 102625-64-9, name is 5-(Difluoromethoxy)-2-(((3,4-dimethoxypyridin-2-yl)methyl)thio)-1H-benzo[d]imidazole, molecular formula is C16H15F2N3O3S, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

At room temperature, 10.0 G of 5-DIFLUOROMETHOXY-2- [ (3, 4-DIMETHOXY-2-PYRIDINYL) METHYLTHIO]-1H- benzimidazole and 1.05 G of (+) -L-tartaric acid bis- (N-pyrrolidinamide) (0.15 eq. ) are suspended in 72 ML of methyl isobutyl ketone. The suspension is heated at 40-45C and 12 ml of MIBK are distilled off for azeotropic removal of water present in the mixture. At this temperature, 0.53 G of zirconium (IV) ISOPROPOXIDE-ISOPROPANOL (0.05 eq. ) is added and the mixture is stirred for 1 hour. After cooling to 30C, 0.16 mi of N-ETHYIDIISOPROPYLAMINE is added. 5.5 g of cumene hydroperoxide (80% in cumene) are then slowly metered in. Stirring is continued at 30C until the exothermic oxidation process has ended (20 hours, monitored by TLC or HPLC). HPLC of the reaction shows 82% of title compound in an optical purity of > 95%.

The synthetic route of 102625-64-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALTANA PHARMA AG; WO2004/52881; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem