First total synthesis of marine derived anti-inflammatory natural product (-)-Herdmanine-D enabled by Steglich esterification

An efficient and regioselective route for the first total synthesis of anti-inflammatory marine natural product (-)-Herdmanine-D has been described with an excellent overall yield of 18%. The key feature of the synthetic strategy includes Steglich esterification of regioselectively constructed 6-bromo-5-methoxy-1H-indole-3-carboxylic acid and L-Tyrosine. L-isomer was confirmed through measurement of optical activity. The current strategy paves the way for construction of diverse analogues of the title natural product for drug development.

A Solvent-Reagent Selection Guide for Steglich-type Esterification of Carboxylic Acids

The Steglich esterification is a widely employed method for the formation of esters under mild conditions. A number of issues regarding the sustainability of this transformation have been identified, chiefly...

Chemical grafting of cholesterol on monomer and PDMMLA polymers, a step towards the development of new polymers for biomedical applications

PDMMLAs are synthetic biopolyesters synthesized from tri-substituted β-lactones with available hydroxyl groups. We grafted cholesterol on both monomer and polymers following the Steglich esterification protocol.

Synthesis of α,β-unsaturated esters of perfluoropolyalkylethers (PFPAEs) based on hexafluoropropylene oxide units for photopolymerization

Hydrophobic macromonomers synthesized by Steglich esterification to generate UV-curable materials.