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Exact(6)
The addition of mixture of pyridine and HCl was necessary to eliminate the by-products.
Thereafter, the solvent was removed using a N2 stream, the residue was derivatized using a mixture of pyridine and N,O-bis trimethylsilyl trifluoroacetamide (0.2 mL, 3:7).
Finally, alditols were acetylated using a 1∶1 mixture of pyridine:acetic anhydride at 100°C for 1 h.
4-arm PEG (Mn ≈ 10, 15, or 20 kDa) (0.5 mmol, Jenkem) was dried overnight in a vacuum oven and dissolved at 0 °C in a 20% mixture of pyridine in dichloromethane (DCM) under argon.
Compared to the initial trispyridylamides, a mixture of pyridine and phenyl rings increase the hydrophobicity and the flexibility of the scaffold, which allows a more staggered disposition of the substituents and leads to more potent PPI inhibitors.
While compound 4a was obtained by heating amine 9 with the N-hydroxysuccinimide activated ester of C20 2 fatty acid in a mixture of pyridine: water (9 1) at 50 °C overnight, compound 4b was obtained via dicyclohexylcarbodiimide (DCC) activated coupling using procedures described previously.
Similar(54)
A mixture of dry pyridine:1-chloroheptane with a molar ratio 1.0 1.1 was heated at 140 °C for 20 h under stirring.
Protected h-isoCMe 27 (20 mg, 0.057 mmol) was dried overnight and dissolved in a mixture of anhydrous pyridine (0.6 mL) and dioxane (1 mL).
To this mixture, 4 mL of pyridine (0.05 mol) was added and shaken well for 2 hours.
In each mixture, 2 mL of pyridine was added, followed by stirring of the resulting solutions for 24 h at room temperature.
The mixture of N2 and pyridine was passed though the sample cell for 30 min of adsorption.
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