Work

Protocol for producing phosphoramidate using phosphorus fluoride exchange click chemistry

Year: 2024

Type: article

Abstract: Phosphorus fluoride exchange (PFEx) is a catalytic click reaction that involves exchanging high oxidation state P–F bonds with alcohol and amine nucleophiles, reliably yielding P–O- and P–N-linked compounds. Here, we describe steps for preparing a phosphoramidic difluoride and performing two sequential PFEx reactions to yield a phosphoramidate through careful catalyst selection. We then detail procedures for handling and quenching potentially toxic P–F-containing compounds to ensure user safety when conducting PFEx reactions. For complete details on the use and execution of this protocol, please refer to Sun et al.1

Source: STAR Protocols

DOI: 10.1016/j.xpro.2023.102824

Authors: Joshua A. Homer, Shoujun Sun, Rebecca A. Koelln, John E. Moses

Institution: Cold Spring Harbor Laboratory

Language: English

Topic: Organophosphorus compounds synthesis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: gold

Estimated APC paid: $1,500