Raybow (Suzhou) Pharmaceutical Co., Ltd.

The implications of the use of surfactant TPGS-750-M in water as a micellar reaction medium on the concomitant aqueous waste streams and their sustainable disposal have been studied.Biodegradability, log P_ow, solubility, and German water hazard class of the surfactant have been determined and enabled establishment of a waste water concept, which builds on the lipophilicity and ester group lability of the mol.The presented data and examples suggest preferred ways for designing surfactant processes and their aqueous waste streams in a sustainable manner.

A scalable process for the novel monobactam antibiotic LYS228 (I) has been developed.This paper covers a novel scalable process for producing β-lactam II in the multiple kilogram scale.An alternative approach to compound III without protecting-group exchange has been demonstrated to enable a shortened synthesis.A scalable process for the side chain IV, which used an alternative reagent to mitigate a safety risk from the initial med-chem approach, was performed.The final assembling to LYS228, a stable isolated product, was identified and executed in the multiple kilogram scale.

The development of the stereoselective synthesis of cis-(S,R)-3-amino-4-fluoro-1-methylpyrrolidine is described starting from chiral, non-racemic 1-[(3S,4S)-3-azido-4-hydroxypyrrolidin-1-yl]-2,2,2-trifluoroethan-1-one. Two sets of deoxyfluorination conditions are developed for achieving inversion of the chiral center with high or complete stereoselectivity.