Gallou, Fabrice, Buescher, Klaus, Schreiber, Robert, Durano, Corinne, Parmentier, Michael, Ye, Ning, Wu, Bin, Yang, Hongwei and Shi, Min (2020) Surfactant technology: to new rules, new design required ! Organic process research & development, 24. pp. 841-849.

Abstract

With a growing toolbox of surfactant-mediated chemistry in water, and an increased number of scaled up transformations, came tremendous learning, that we have so far kept undisclosed for the most part .1 These learning opportunities collected in the few expert groups, whether fully understood or still pragmatic, have led to substantial know-how in reaction, process, and synthesis design.2 We would like here to share some of the fundamental principles inherent to micellar catalysis, and illustrate them on a particularly challenging Suzuki-Miyaura cross-coupling case. The structures of the Active Pharmaceutical Ingredient (API) and of its intermediates were blinded for confidentiality reasons but can nevertheless well illustrate important factors that has to be considered (e.g. lipophilicity). Besides, the API taken as an example for the discussion bears high commonality with a lot of other targets with, to name a few in no specific order, the formation of a biphenyl system, an amide, and nucleophilic aromatic substitutions, hence the opportunity to rapidly utilize the learnings in other areas.

Item Type:	Article
Keywords:	surfactant, TPGS-750-M, sustainability
Date Deposited:	18 Aug 2020 00:45
Last Modified:	18 Aug 2020 00:45
URI:	https://oak.novartis.com/id/eprint/41084