By means of a systematic approach, several green solvent candidates were tested for their feasibility to replace the reprotoxic dimethylformamide (DMF) as a solvent used in solid-phase peptide synthesis (SPPS). According to the results presented in this paper, it is clear that N-butylpyrrolidinone (NBP) is the best green solvent candidate to replace DMF in SPPS.

Everything's under control: A stabilizing fluorine electrostatic interaction has been exploited to control oxonium ion conformation in 2‐fluoropyranose derivatives (see scheme). When matched with the inductive nature of the protecting groups, the glycosyl donors were found to be highly selective (2‐FGluc/benzyl → β; 2‐FManno/pivaloyl → α) leading to fluoro‐glycostructures with excellent control over the anomeric configuration.

No abstract

In pocket: A new class of potent inhibitors of factor Xa features a quaternary ammonium ion to fill the aromatic box in the S4 pocket and a 2‐chlorothiophenyl group to occupy the S1 pocket (see picture; red O, blue N, yellow S, green Cl). Changing from a primary to a quaternary ammonium ion increases the binding affinity by a factor of 1000. The poor affinity in the former case suggests negligible cation–π interactions between Lys and Trp.

The electrochemical 2-fold dehalogenation of a spirocyclopropane-proline derivative at leaded bronze was scaled-up in a divided batch-type electrolysis cell in good yield and excellent selectivity. The upscaling via a flow electrolysis cell was also successful. Conditions were elaborated employing a single cell passage for complete conversion. The keys here are the direct cooling of the cathode and ensuring a good laminar flow.